Category: 59528-27-7

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 59528-27-7, name is (4-Iodophenyl)methanamine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H9ClIN

Example 2 : Obtaining the 4-iodobenzylamide of 1- pentanoylamine-cyclopentanocarboxylic acid (VI) .8.2 g (18.6 mmol) of BOP is added to a suspension of 3.96 g (18.6 mmol) of 1-pentanoylamine-cyclopentanocarboxylic acid, 5.0 g (18.6 mmol) of hydrochloride of 4- iodobenzylamine and 6.5 mL (37,2 mmol) of diisopropylamine in 40 mL of dimethylformamide, and this is stirred for 10 hr . The reaction mixture is poured onto a mixture of EtOAc (400 mL) and water (400 mL) and stirred for 30 min. Following decanting, the organic phase is washed with saturated solution of sodium bicarbonate (200 mL x 2), with 5% solution of sodium bisulphite (200 mL) , with saturated solution of sodium chloride (100 mL) , dried with magnesium sulphate and evaporated. The residue is recrystallised from 60 mL of toluene to give 6.0 g (75%) of the title compound in the form of a white solid.M. p. = 150-152CIR (KBr, cm-1) : 3340, 3280, 1660, 1650, 1540.RMN IH (DMSO-d6), delta (ppm) : 0.80 (t, 3H, CH3) , 1.10-2.20(m, 14H), 4.20 (d, 2H, CH2-Ar) , 7.05 (d, 2H, H-Ar), 7.60(d, 2H. H.Ar) .

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 59528-27-7.

Reference:
Patent; INKE, S.A.; WO2006/89927; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 59528-27-7, name is (4-Iodophenyl)methanamine hydrochloride, molecular formula is C7H9ClIN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Quality Control of (4-Iodophenyl)methanamine hydrochloride

2,4-dichloro-5-methylpyrimidine (0.300 g, 1.84 mmol) and 4- iodobenzylamine, HC1 (0.496 g, 1.84 mmol) were dissolved in chloroform (4 mL). Triethylamine (0.770 mL, 3.00 mmol) was added and the sealed tube was heated at 60 C overnight. The reaction was purified directly by flash column chromatography (gradient elution with 0- 100% ethyl acetate/hexane) to yield pure 2-chloro-5-methyl-N-(4- iodobenzyl)pyrimidin-4-amine (0.365 g, 1.02 mmol, 55%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 59528-27-7, its application will become more common.

Reference:
Patent; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; UNIVERSITY OF DELAWARE; MALONEY, David J.; ROSENTHAL, Andrew S.; JADHAV, Ajit; DEXHEIMER, Thomas S.; SIMEONOV, Anton; ZHUANG, Zhihao; LIANG, Qin; LUCI, Diane K.; WO2014/105952; (2014); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 59528-27-7, name is (4-Iodophenyl)methanamine hydrochloride, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 59528-27-7, Computed Properties of C7H9ClIN

A mixture of (4-iodophenyl)methanamine hydrochloride (5.0 g, 18.55 mmol, 1.0 eq), (1S,2S)-N1,N2- dimethylcyclohexane-l,2-diamine (0.59 mL 3.71 mmol, 0.2 eq), Sodium ascorbate (368 mg, 1.86 mmol, 0.1 eq), Copper Iodide (530 mg, 2.78 mmol, 0.15 eq), Sodium azide (2.41 g, 37.1 mmol, 2.0 eq) , Et3N (3.11 mL, 22.26 mmol, 1.2 eq) and 2-(prop-2-yn-l-yloxy)tetrahydro- 2H-pyran (2.6 g, 18.55 mmol, 1.0 eq) in Methanol (50 mL) and water (12 mL) were purged with Nitrogen for 5 minutes and heated to 55 C for overnight. The reaction mixture was cooled to room temperature and filtered through 413 filter paper. Celite was added and the solvent was removed under reduced pressure and the residue was purified over silica gel (120 g) using dichloromethane/(methanol containing 12 % (v/v) aqueous ammonium hydroxide) as mobile phase. The concentration of (methanol containing 12 % (v/v) aqueous ammonium hydroxide) was gradually increased from 0 % to 6.25 % to afford (4-(4-(((tetrahydro-2H-pyran-2- yl)oxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)methanamine (15, 3.54 g, 66%) as a white solid. LCMS m/z: [M + H]+ Calcd for Ci5H2oN402 289.2; Found 289.2.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, (4-Iodophenyl)methanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SIGILON THERAPEUTICS, INC.; SEWELL, Jered, A.; CARMONA, Guillaume; GONZALEZ, Francisco, Caballerro; HEIDEBRECHT, Richard; MILLER, Robert, James; OBERLI, Matthias, Alexander; PERITT, David; SMITH, Devyn, McKinley; VEISEH, Omid; WOTTON, Paul, Kevin; (182 pag.)WO2019/67766; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 59528-27-7, name is (4-Iodophenyl)methanamine hydrochloride, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 59528-27-7, name: (4-Iodophenyl)methanamine hydrochloride

4-Iodobenzylamine hydrochloride (29.1 mg, 0.1 mmol) and Me4NF·4H2O (75.9 mg, 0.46 mmol) were dissolved in DMF-MeOH (9:1, v/v, 3 mL) and the solution was degassed. Then, (PPh3)2PdCl2 (12.9 mg, 18.4 mumol) and dry peptide-bound resin (200 mg, 0.46 mmol/g loading) were added and the yellow suspension was stirred for 20 h. Identical workup as for 2 gave the target compound as a white solid; yield: 5.3 mg (26%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Strack, Martin; Metzler-Nolte, Nils; Albada, H. Bauke; Synthesis; vol. 46; 17; (2014); p. 2293 – 2296;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 59528-27-7,Some common heterocyclic compound, 59528-27-7, name is (4-Iodophenyl)methanamine hydrochloride, molecular formula is C7H9ClIN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A mixture of (4-iodophenyl)methanamine hydrochloride (5.0 g, 18.55 mmol, 1.0 eq), (lS,2S)- Nl,N2- dimethylcyclohexane-l, 2-diamine (0.59 mL 3.71 mmol, 0.2 eq), Sodium ascorbate (368 mg, 1.86 mmol, 0.1 eq), Copper Iodide (530 mg, 2.78 mmol, 0.15 eq), Sodium azide (2.41 g, 37.1 mmol, 2.0 eq) , Et3N (3.11 mL, 22.26 mmol, 1.2 eq) and 2-(prop-2-yn-l-yloxy)tetrahydro- 2 /-pyran (2.6 g, 18.55 mmol, 1.0 eq) in Methanol (50 mL) and water (12 mL) were purged with Nitrogen for 5 minutes and heated to 55 C for over night. The reaction mixture was cooled to room temperature and filtered through 413 filter paper. Celite was added and the solvent was removed under reduced pressure and the residue was purified over silica gel (120 g) using dichloromethane/(methanol containing 12 % (v/v) aqueous ammonium hydroxide) as mobile phase. The concentration of (methanol containing 12 % (v/v) aqueous ammonium hydroxide) was gradually increased from 0 % to 6.25 % to afford (4-(4-(((tctrahydro-2/7-pyran-2- yljoxyjmcthyl)- 1 H- 1 ,2,3-triazol- 1 -yljphcnyljmcthanaminc (15, 3.54 g, 66%) as a white solid. LCMS m/z: [M + H]+ Calcd for C15H20N4O2 289.2; Found 289.2.

The synthetic route of 59528-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIGILON THERAPEUTICS, INC.; SMITH, Devyn, McKinley; PERITT, David; VEISEH, Omid; HEIDEBRECHT, Richard; MILLER, Robert, James; (173 pag.)WO2019/195056; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 59528-27-7, name is (4-Iodophenyl)methanamine hydrochloride, A new synthetic method of this compound is introduced below., COA of Formula: C7H9ClIN

A mixture of (4-iodophenyl)methanamine hydrochloride (2.64 g, 9.80 mmol, 1.0 eq), (lS,2S)- Nl,N2- dimethylcyclohexane-l, 2-diamine (0.31 mL 1.96 mmol, 0.2 eq), Sodium ascorbate (198 mg, 0.98 mmol, 0.1 eq), Copper Iodide (279 mg, 1.47 mmol, 0.15 eq), Sodium azide (1.27 g, 19.59 mmol, 2.0 eq) , Et3N (1.64 mL, 11.75 mmol, 1.2 eq) and 3-(prop-2-yn-l-yloxy)oxetane (9, 1.10 g, 9.80 mmol, 1.0 eq) in Methanol (24 mL) and water (6 mL) were purged with Nitrogen for 5 minutes and heated to 55 C for over night. The reaction mixture was cooled to room temperature and filtered through a plug of Celite and rinsed with Methanol (3 x 50 mL). Celite was added to the filtrate and the solvent was removed under reduced pressure. The residue was purified over silica gel (120 g) using dichloromethane/(methanol containing 12 % (v/v) aqueous ammonium hydroxide) as mobile phase. The concentration of (methanol containing 12 % (v/v) aqueous ammonium hydroxide) was gradually increased from 0 % to 25 % to afford (4-(4- ((oxctan-3-yloxy)mcthyl)-l //-l ,2,3-triazol- 1 -yl)phcnyl)mcthanaminc (32, 1.43 g, 56%) as an oil. LCMS m/z: [M + H]+ Calcd for C13H16N4O2 261.1346; Lound 261.1342.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SIGILON THERAPEUTICS, INC.; SMITH, Devyn, McKinley; PERITT, David; VEISEH, Omid; HEIDEBRECHT, Richard; MILLER, Robert, James; (173 pag.)WO2019/195056; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

59528-27-7, name is (4-Iodophenyl)methanamine hydrochloride, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of (4-Iodophenyl)methanamine hydrochloride

A mixture of (4-iodophenyl)methanamine hydrochloride (5.0 g, 18.55 mmol, 1.0 eq), (lS,2S)- Nl,N2- dimethylcyclohexane-l, 2-diamine (0.59 mL 3.71 mmol, 0.2 eq), Sodium ascorbate (368 mg, 1.86 mmol, 0.1 eq), Copper Iodide (530 mg, 2.78 mmol, 0.15 eq), Sodium azide (2.41 g, 37.1 mmol, 2.0 eq) , Et3N (3.11 mL, 22.26 mmol, 1.2 eq) and 2-(prop-2-yn-l-yloxy)tetrahydro- 2//-pyran (2.6 g, 18.55 mmol, 1.0 eq) in Methanol (50 mL) and water (12 mL) were purged with Nitrogen for 5 minutes and heated to 55 C for over night. The reaction mixture was cooled to room temperature and filtered through 413 filter paper. Celite was added and the solvent was removed under reduced pressure and the residue was purified over silica gel (120 g) using dichloromethane/(methanol containing 12 % (v/v) aqueous ammonium hydroxide) as mobile phase. The concentration of (methanol containing 12 % (v/v) aqueous ammonium hydroxide) was gradually increased from 0 % to 6.25 % to afford (4-(4-(((tctrahydro-2//-pyran-2- yl)oxy)mcthyl)- 1 H- 1 ,2,3-triazol- 1 -yl)phcnyl)mcthanaminc (15, 3.54 g, 66%) as a white solid. LCMS m/z: [M + H]+ Calcd for CI5H20N4O2 289.2; Found 289.2.

The synthetic route of 59528-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIGILON THERAPEUTICS, INC.; MILLER, Robert, James; BARNEY, Lauren, Emily; JOHNSTON, Erika, Ellen; HEIDEBRECHT, Richard; BEAUREGARD, Michael; VEISEH, Omid; CARMONA, Guillaume; GONZALEZ, Francisco, Caballero; OBERLI, Matthias, Alexander; PERITT, David; SMITH, Devyn, Mckinley; WOTTON, Paul, Kevin; O’CONNOR, Owen; SEWELL, Jared, A.; (204 pag.)WO2019/195055; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 59528-27-7, name is (4-Iodophenyl)methanamine hydrochloride, A new synthetic method of this compound is introduced below., Recommanded Product: 59528-27-7

General procedure: The aldehyde (1 mmol) and 4-iodobenzylamine hydrochloride (0.270 g, 1 mmol) were mixed with dry DCE (25 mL). If indicated, TEA (139 muL, 1 mmol) was added to liberate the parent amine. Next, Na(AcO)3BH (0.318 g, 1.5 mmol) was added and the mixture was stirred at rt for 24-36 h. Aq NaOH-soln (2 M) was added and the mixture was stirred vigorously for 10 min, after which DCM was added. The organic layer was separated and the aq layer was back-extracted with DCM (1×). The combined organic layers were dried (Na2SO4), filtered and concentrated. If required, the crude product was purified by column chromatography.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Wijtmans, Maikel; Verzijl, Dennis; Bergmans, Serge; Lai, Michael; Bosch, Leontien; Smit, Martine J.; De Esch, Iwan J.P.; Leurs, Rob; Bioorganic and Medicinal Chemistry; vol. 19; 11; (2011); p. 3384 – 3393;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 59528-27-7, These common heterocyclic compound, 59528-27-7, name is (4-Iodophenyl)methanamine hydrochloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A mixture of (4-iodophenyl)methanamine hydrochloride (2.64 g, 9.80 mmol, 1.0 eq), (lS,2S)- Nl,N2- dimethylcyclohexane-l, 2-diamine (0.31 mL 1.96 mmol, 0.2 eq), Sodium ascorbate (198 mg, 0.98 mmol, 0.1 eq), Copper Iodide (279 mg, 1.47 mmol, 0.15 eq), Sodium azide (1.27 g, 19.59 mmol, 2.0 eq) , Et3N (1.64 mL, 11.75 mmol, 1.2 eq) and 3-(prop-2-yn-l-yloxy)oxetane (9, 1.10 g, 9.80 mmol, 1.0 eq) in Methanol (24 mL) and water (6 mL) were purged with Nitrogen for 5 minutes and heated to 55 C for over night. The reaction mixture was cooled to room temperature and filtered through a plug of Celite and rinsed with Methanol (3 x 50 mL). Celite was added to the filtrate and the solvent was removed under reduced pressure. The residue was purified over silica gel (120 g) using dichloromethane/(methanol containing 12 % (v/v) aqueous ammonium hydroxide) as mobile phase. The concentration of (methanol containing 12 % (v/v) aqueous ammonium hydroxide) was gradually increased from 0 % to 25 % to afford (4-(4- ((oxctan-3-yloxy)mcthyl)-l //-l ,2,3-triazol- 1 -yl)phcnyl)mcthanaminc (32, 1.43 g, 56%) as an oil. LCMS m/z: [M + H]+ Calcd for C13H16N4O2 261.1346; Lound 261.1342.

The synthetic route of 59528-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIGILON THERAPEUTICS, INC.; MILLER, Robert, James; BARNEY, Lauren, Emily; JOHNSTON, Erika, Ellen; HEIDEBRECHT, Richard; BEAUREGARD, Michael; VEISEH, Omid; CARMONA, Guillaume; GONZALEZ, Francisco, Caballero; OBERLI, Matthias, Alexander; PERITT, David; SMITH, Devyn, Mckinley; WOTTON, Paul, Kevin; O’CONNOR, Owen; SEWELL, Jared, A.; (204 pag.)WO2019/195055; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 59528-27-7, name is (4-Iodophenyl)methanamine hydrochloride, A new synthetic method of this compound is introduced below., Formula: C7H9ClIN

General procedure: The aldehyde (1 mmol) and 4-iodobenzylamine hydrochloride (0.270 g, 1 mmol) were mixed with dry DCE (25 mL). If indicated, TEA (139 muL, 1 mmol) was added to liberate the parent amine. Next, Na(AcO)3BH (0.318 g, 1.5 mmol) was added and the mixture was stirred at rt for 24-36 h. Aq NaOH-soln (2 M) was added and the mixture was stirred vigorously for 10 min, after which DCM was added. The organic layer was separated and the aq layer was back-extracted with DCM (1¡Á). The combined organic layers were dried (Na2SO4), filtered and concentrated. If required, the crude product was purified by column chromatography.

The synthetic route of 59528-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wijtmans, Maikel; Verzijl, Dennis; Bergmans, Serge; Lai, Michael; Bosch, Leontien; Smit, Martine J.; De Esch, Iwan J.P.; Leurs, Rob; Bioorganic and Medicinal Chemistry; vol. 19; 11; (2011); p. 3384 – 3393;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com