Some tips on C12H16INO2

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 3-iodobenzylcarbamate, and friends who are interested can also refer to it.

Application of 263351-43-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 263351-43-5 name is tert-Butyl 3-iodobenzylcarbamate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 151: Synthesis of 4-Chloro-6-[3-(2-morpholin-4-yl-ethylamino)- benzylamino]-2H-phthalazin-l -one hydroformate; [3-(2-Morpholin-4-yl-ethylamino)-benzyl]-carbamic acid isopropyl ester; A mixture of (3-iodo-benzyl)-carbamic acid tert-butyl ester (272mg, 0.816mmol),4-(2-aminoethyl)morpholine (O.lbetamL, 1.225 mmol), K2CO3 (232mg, 1.679 mmol), CuI (19mg, 0.10 mmol), L-proline (19mg, 0.163mmol) and DMSO (5 mL) was heated at 85C for Ih. The reaction was cooled, poured onto water and the aqueous layer extracted with EtOAc (x3). The organic layers were combined and washed with water, brine and dried (Na2SO4). Chromatography (MeOH/EtOAc) afforded [3-(2-morpholin-4-yl- ethylamino)-benzyl]-carbamic acid isopropyl ester (200mg) as an orange viscous oil. m/z (M+l) 336.16.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 3-iodobenzylcarbamate, and friends who are interested can also refer to it.

Reference:
Patent; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61108; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The important role of tert-Butyl 3-iodobenzylcarbamate

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.

Synthetic Route of 263351-43-5, A common heterocyclic compound, 263351-43-5, name is tert-Butyl 3-iodobenzylcarbamate, molecular formula is C12H16INO2, 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.

General procedure: To a solution of N-t-butyloxycarbonyl-4-iodobenzylamine (440 mg,1.30 mmol) in THF was added CuI (125 mg, 0.70 mmol), Et3N (0.40 ml, 2.60 mmol)and Pd(PPh3)4 (53.0 mg, 0.046 mmol) at room temperature. After the stirred for 5 min, 6a (216 mg, 1.30 mmol) was added to the solution. After the stirring for 24 h, saturatedNH4Cl and Et2O were added to the solution. Organic layer was washed with saturatedNaHCO3 and brine, dried over MgSO4 and evaporated in vacuo. The residue waspurified by column chromatography (hexane:AcOEt=1:1) to give 11 (121 mg, 0.30mmol, 25%) as a colorless oil.

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; Konno, Hiroyuki; Sato, Taki; Saito, Yugo; Sakamoto, Iori; Akaji, Kenichi; Bioorganic and Medicinal Chemistry Letters; vol. 25; 22; (2015); p. 5127 – 5132;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Discovery of 263351-43-5

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.

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. 263351-43-5, name is tert-Butyl 3-iodobenzylcarbamate, A new synthetic method of this compound is introduced below., Quality Control of tert-Butyl 3-iodobenzylcarbamate

[3-(3-dimethylamino-propylamino)-benzyl]-carbamic acid tert-butyl ester; A mixture of (3-iodo-benzyl)-carbamic acid tert-butyl ester (150mg, 0.450mmol), 3 -(dimethylamino)-l -propylamine (0.084mL, 0.675mmol), K2CO3 (129mg, 0.933 mmol), CuI (1 lmg, 0.058 mmol), L-proline (13mg, 0.113mmol) and DMSO (3 mL) was heated at 8O0C for 1.5h. The reaction was cooled, poured onto water and the aqueous layer extracted with EtOAc (x3). The organic layers were combined and washed with water, brine and dried (Na2SO4). Chromatography (MeOH/EtOAc) afforded [3-(3-dimethyl amino-propylamino)-benzyl]-carbamic acid tert-buty ester (65mg) as a yellow solid, m/z (M+l) 308.13.

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; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61108; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Simple exploration of tert-Butyl 3-iodobenzylcarbamate

The synthetic route of 263351-43-5 has been constantly updated, and we look forward to future research findings.

Application of 263351-43-5,Some common heterocyclic compound, 263351-43-5, name is tert-Butyl 3-iodobenzylcarbamate, molecular formula is C12H16INO2, 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 solution of the product of preparation 49 (0.75 g, 2.25 mmol), 4-hydroxy phenylboronic acid (0.62 g, 4.50 mmol) and 1, 1′- bis (diphenylphosphino) ferrocenyl palladium (II) chloride (0.11 g, 0.14 mrnol) in N, N-dimethylformamide (14 mL) was treated with 2M aqueous sodium carbonate solution (4 mL) and the resulting mixture was heated at 80 C for 16 hours. The solvent was removed in vacuo and the residue was purified by column chromatography on silica gel, eluting with ethyl acetate: pentane, 25: 75, to afford the title compound as a pale pink crystalline solid in quantitative yield, 0. 73 g. ‘H NMR (400MHz, CDCI3) 8 : 1.47 (9H, s), 4. 33-4. 41 (2H, m), 4. 87-4. 94 (1H, bs), 6.89 (2H, d), 7.21 (1H, d), 7.37 (1H, dd), 7.43-7. 45 (4H, m); LRMS ESI m/z 298 [M-H]-

The synthetic route of 263351-43-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/92840; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Share a compound : 263351-43-5

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, tert-Butyl 3-iodobenzylcarbamate, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 263351-43-5, name is tert-Butyl 3-iodobenzylcarbamate, 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 263351-43-5, Safety of tert-Butyl 3-iodobenzylcarbamate

tert-Butyl [3-[5-[[1-(Benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-3-pyridyl]benzyl]carbamate 3-[[1-(Benzyloxycarbonyl)-2(S)-azetidinyl]methoxy]-5-(trimethylstannyl)pyridine (682 mg, 1.48 mmol), tert-butyl 3-iodobenzylcarbamate (498 mg, 1.48 mmol), and anhydrous DMF (5 mL) were placed in a 50 mL round-bottom flask with magnetic stirrer. To this mixture were added rapidly CsF (450 mg, 2.96 mmol, 2 equiv.), CuI (29 mg, 0.15 mmol, 0.1 equiv.), and tetrakis(triphenylphosphine)palladium(0) (87 mg, 75 mumol, 0.05 equiv.). The flask was fitted with a three-way stopcock with argon balloon, and the atmosphere was exchanged. The reaction mixture was heated at 50 C. for 6 h, during which time it turned from an olive-colored solution to a dark suspension. The solvent was pumped off at 30 C. with an oil pump into a -78 C. receiver. The residue was stirred with ether (20 mL) to disperse the solid, which was then removed by suction filtration over celite. The filter residue was twice washed with ether (15 mL each), and the combined ether solutions were evaporated. TLC (SiO2, EtOAc) showed the formation of a major product at Rf 0.5 (UV- and KMnO4-active) followed by residual DMF (Rf 0.15; KMnO4 stain only). The crude product was chromatographed on silica gel (20*3.8 cm) with a stepwise gradient of EtOAc/hexane 1:1, 2:1, 3:1, and 4:1. The product-containing eluate fractions were evaporated. The residue was taken up in DMSO (2.2 mL) and further purified by preparative HPLC in a single portion on a Supelco Discovery C18 column (250*21.2 mm, 5 mum particle size; UV detection at 270 nm; flow/solvent gradient: 0-12 min, 6 to 12.5 mL/min (then remaining at this value)/20% CH3CN in water; 20-100% within 40 min; run aborted after elution of the main peak and column washed with CH3CN). The product eluted at tR 39.8-41.9 min. Evaporation and drying (50 C./oil pump) gave 542 mg (73%) of a yellowish glass. [alpha]D -44.3, [alpha]546 -52.5 (c 10.5 g/L, EtOAc). 1H NMR (CDCl3, 500 MHz) delta 8.48 (s, 1H), 8.32 (br, 1H), 7.51-7.25 (m, 10H), 5.13, 5.09 (ABq, 2H, J=12.4 Hz), 4.96 (br, 1H), 4.67 (br, 1H), approx. 4.5 (very br, 1H), 4.42 (br d, 2H, J=5.3 Hz), 4.22 (br, 1H), 4.08-4.00 (m, 2H), 2.51-2.32 (m, 2H), 1.50 (s, 9H). MS (EI) m/z 503 (M+, 0.6%), 447 (1.5%), 312 (2.4%), 199 (2.6%), 91 (100%), 57 (18%).

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, tert-Butyl 3-iodobenzylcarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Board of Trustees of the University of Illinois; PsychoGenics, Inc.; Chandrasekhar, Jayaraman; Kozikowski, Alan P.; Liu, Jianhua; Tueckmantel, Werner; Walker, Joel R.; Yuen, Po-wai; US2013/184313; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Simple exploration of 263351-43-5

The synthetic route of tert-Butyl 3-iodobenzylcarbamate has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 263351-43-5, name is tert-Butyl 3-iodobenzylcarbamate, 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. Application In Synthesis of tert-Butyl 3-iodobenzylcarbamate

tert-Butyl 3-iodobenzylcarbamate (0.67 mmol) was dissolved in 1 mL of dry DMF and the resultant solution was evacuated to 40 mm pressure and then released to N2 (g) three times. Triethylamine (1:8 ratio with DMF, 100 muL), Pd(PPh3)2Cl2 (0.030 mmol), and CuI (0.067 mmol) were added. The resultant mixture evacuated to 40 mm pressure for Ca. 30 seconds and then released to N2 (g). Finally, the alkyne 4 (0.67 mmol) in DMF (0.07 M) was added dropwise via an addition funnel over 40 minutes. The reaction mixture was stirred at room temperature for 18 hr and then diluted with ethyl acetate, poured into 0.1 M HCl and extracted with EtOAc (3¡Á100 mL). The combined organic layers were washed with water and brine and dried over MgSO4. The extract was concentrated and the product purified by Biotage chromatography (40M, product loaded onto SiO2) with 2% MeOH/CH2Cl2 to afford the desired title compound: 1H NMR (400 MHz, DMSO-d6) delta 8.24 (m, 1H), 7.50 (dd, J=4, 16 Hz, 1 H), 7.41 (m, 1H), 7.26 (m, 3H), 7.18 (m, 2H), 7.05 (m, 1H), 4.71 (m, 1H), 4.08 (m, 3H), 3.70 (dd, J=4, 12 Hz, 1H), 3.62 (m, 4H), 3.40 (m, 2H), 2.92 (m, 4H), 2.47 (m, 4H), 1.83 (s, 3H), 1.79 (m, 2H), 1.38 (s, 9H).

The synthetic route of tert-Butyl 3-iodobenzylcarbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Harris, Christina Renee; US2004/204463; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com