Category: 97456-81-0

Adding a certain compound to certain chemical reactions, such as: 97456-81-0, name is 1-Bromo-3-iodo-2-methylbenzene, 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 97456-81-0, Computed Properties of C7H6BrI

Step 3: preparation of (E)-methyl 4-(3-bromo-2-methylstyryl)-5-chloro-2-methoxybenzoate 1-Bromo-3-iodo-2-methylbenzene (616 mg, 2.07 mmol), methyl 5-chloro-2-methoxy-4-vinylbenzoate (470 mg, 2.07 mmol), Pd(Oac)2 (47 mg, 0.21 mmol), tri-o-tolylphosphine (126 mg, 0.415 mmol), Hunig’s Base (724 mul, 4.15 mmol), tetrabutylammonium chloride (576 mg, 2.07 mmol) were combined under N2 in acetonitrile (21 ml) at rt and warmed to 70 C. The reaction was stirred for 6 hr and then was concentrated, adsorbed onto diatomaceous earth (Celite) and was purified on silica gel (Biotage, 0-50% EtOAc/hexanes gradient over 10 CVs) to afford (E)-methyl 4-(3-bromo-2-methylstyryl)-5-chloro-2-methoxybenzoate (550 mg, 67% yield) as a yellow solid consistent by LCMS: M+H=396.80, Retention time=1.625 min, and NMR: 1H NMR (500 MHz, CHLOROFORM-d) delta 7.88 (s, 1H), 7.55 (t, J=8.1 Hz, 2H), 7.37-7.35 (m, 1H), 7.29 (s, 1H), 7.21 (s, 1H), 7.11 (t, J=7.9 Hz, 1H), 3.99 (s, 3H), 3.91 (s, 3H), 2.54 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3-iodo-2-methylbenzene, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YEUNG, KAP-SUN; Connolly, Timothy P.; Frennesson, David B.; Grant-Young, Katharine A.; Hewawasam, Piyasena; Langley, David R.; Meng, Zhaoxing; Mull, Eric; Parcella, Kyle E.; Saulnier, Mark George; Sun, Li-Qiang; Wang, Alan Xiangdong; Xu, Ningning; Zhu, Juliang; Scola, Paul Michael; (511 pag.)US2017/107202; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 97456-81-0,Some common heterocyclic compound, 97456-81-0, name is 1-Bromo-3-iodo-2-methylbenzene, molecular formula is C7H6BrI, 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 microwave vial under Ar was charged with ieri-butyl 1-piperazinecarboxylate (154 mg, 0.825 mmol), NaO-i-Bu (95.2 mg, 0.990 mmol), (rac)-BINAP (39.3 mg, 0.0619 mmol, 7.5% mol), Pd2(dba)3 (19.2 mg, 0.0206 mmol, 2.5% mol in Pd), and degassed toluene (2.1 mL). 2-Bromo-6-iodotoluene (121 muL, 0.825 mmol) was then added, and the mixture was heated in sealed vial at 80 C for 19 h, cooled to rt, diluted with CH2CI2, filtered over Celite, and concentrated. The mixture was purified by chromatography on S1O2 (10% EtOAc hexanes) to afford the product as a yellow oil (95 mg, 0.27 mmol, 32%): NMR (500 MHz, CDCI3) delta 7.30 (d, J = 8.0 Hz, 1 H), 7.02 (t, J = 8.0 Hz, 1 H), 6.95 (d, J = 7.5 Hz, 1 H), 3.57 (m, 4 H), 2.83 (t, J = 4.5 Hz, 4 H), 2.40 (s, 3 H),

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-iodo-2-methylbenzene, its application will become more common.

Reference:
Patent; UNIVERSITY OF PITTSBURGH – OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; WIPF, Peter; SKODA, Erin, M.; WANG, Zhou; WO2015/42297; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 97456-81-0, The chemical industry reduces the impact on the environment during synthesis 97456-81-0, name is 1-Bromo-3-iodo-2-methylbenzene, I believe this compound will play a more active role in future production and life.

A solution of n-Bu3MgLi (6.6 mL of 0.66 M, 4.35 mmol) in hexane-heptane- dibutylether (8:20:3) is added to l-bromo-3-iodo-2-methyl-benzene (3.69 g, 12.42 mmol) in toluene (6.0 mL) and dibutylether (3.6 mL) at 0 C and stirred at the same temperature for 3.5 h. A solution of ZnBr2-LiBr in dibutyl ether (6.51 mL of 1.05 M, 6.83 mmol) is added dropwise, cooling bath removed and stirred at RT for 1 h. A solution of [(2R,3R,4S,5S,6R)-6- bromo-3,4,5-tris(2,2-dimethylpropanoyloxy)tetrahydropyran-2-yl]methyl 2,2- dimethylpropanoate (6 g, 10.35 mmol, Ref. Sebastien Lemaire et. al. Org. Letts . 2012 , 14 , 1480-1483) in toluene (10.8 mL) is added, it is placed on pre-heated oil bath at 90 C and stirred for 24 h. The reaction mixture is cooled to RT and poured into aq. IN HC1 solution (80 mL), extracted with ethyl acetate (3 x 50 mL), combined extracts are washed with brine, dried (Na2S04) and concentrated. The residue is purified on Biotage SNAP 300 g silica gel cartridge using isocratic ethyl acetate in hexanes (10%, 4 CV) as eluent to afford title compound (4.5 g, 64.9%) as light yellow solid . 1H NMR (400 MHz, CDC13) delta 7.55 (d, J = 8.0 Hz, 1H), 7.49 (d, J = 7.7 Hz, 1H), 7.11 (t, J = 7.9 Hz, 1H), 5.71 – 5.65 (m, 1H), 5.43 (dd, J = 6.9, 2.8 Hz, 1H), 5.30 – 5.23 (m, 1H), 5.20 (d, J = 6.0 Hz, 1H), 4.68 – 4.58 (m, 1H), 4.07 (dd, J = 12.0, 3.1 Hz, 1H), 3.87 – 3.79 (m, 1H), 2.53 (s, 3H), 1.25 (s, 9H), 1.22 (s, 9H), 1.18 (s, 9H), 1.10 (s, 9H).

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, 1-Bromo-3-iodo-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; BENNANI, Youssef, Laafiret; CADILHAC, Caroline; DAS, Sanjoy, Kumar; DIETRICH, Evelyne; GALLANT, Michel; LIU, Bingcan; PEREIRA, Oswy, Z.; RAMTOHUL, Yeeman, K.; REDDY, T., Jagadeeswar; VAILLANCOURT, Louis; YANNOPOULOS, Constantin; VALLEE, Frederic; WO2013/134415; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 97456-81-0, name is 1-Bromo-3-iodo-2-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-3-iodo-2-methylbenzene

To a solution of 1-bromo-3-iodo-2-methylbenzene (800 mg, 2.70 mmol) (Oakwood, cat037475), phenylboronic acid (344 mg, 2.83 mmol) (Aldrich, cat78181) and sodium carbonate (712 mg, 6.72 mmol) in tert-butyl alcohol (12 mL) and water (4 mL) was added dichloro[1,1?-bis(dicyclohexylphosphino)ferrocene]palladium( II) (204 mg, 267 mumol). The reaction mixture was purged with N2, and then heated at 90 C. for 2 h. The reaction mixture was diluted with methylene chloride, washed with saturated NaHCO3, water and brine. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on a silica gel column eluting with 10 to 20% ethyl acetate in hexanes to give the desired product (520 mg, 61%).

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 97456-81-0.

Reference:
Patent; Incyte Corporation; Wu, Liangxing; Qian, Ding-Quan; Lu, Liang; Lajkiewicz, Neil; Konkol, Leah C.; Li, Zhenwu; Zhang, Fenglei; Li, Jingwei; Wang, Haisheng; Xu, Meizhong; Xiao, Kaijiong; Yao, Wenqing; (101 pag.)US2018/177784; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com