Synthetic Route of 38762-41-3, 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. 38762-41-3, name is 4-Bromo-2-chloroaniline, This compound has unique chemical properties. The synthetic route is as follows.
To toluene (1470 mL) and water (60 mL) under nitrogen was added 4-bromo-2-chloroaniline (63 g, 305 mmol) and cyclopropylboronic acid (26.5 g, 309 mmol). The mixture was cooled and treated with potassium phosphate tribasic (227 g, 1068 mmol) portionwise followed by P(cHex)3 (8.56 g, 30.5 mmol). The flask was flushed with nitrogen, Pd(OAc)2 (3.56 g, 15.87 mmol) was added and the mixture was heated to 81 C. for 7 hrs then left at RT over the weekend. Further cyclopropylboronic acid (5.5 g, 64 mmol) was added and the mixture was heated to 81 C. for 2 hrs and then cooled to RT. The resulting mixture was diluted with water (600 mL). The aqueous layer was separated and the organic layer was washed with water (300 mL) and brine (300 mL), dried over Na2SO4, filtered and evaporated to dryness to give a brown oil. The oil was absorbed onto silica and purified by chromatography eluting with 10-100% EtOAc in heptane. The product fractions were combined and concentrated under reduced pressure to give the title compound as green crystals. (0513) HPLC Method D: Rt 3.94 mins; (0514) 1H NMR (400 MHz, DMSO-d6) delta 6.88 (1H, d), 6.74 (1H, dd), 6.67 (1H, d), 5.06 (2H, br s), 1.78-1.70 (1H, mult), 0.82-0.76 (2H, mults), 0.52-0.47 (2H, mults).
The chemical industry reduces the impact on the environment during synthesis 4-Bromo-2-chloroaniline. I believe this compound will play a more active role in future production and life.
Reference:
Patent; NOVARTIS AG; EDWARDS, Anne-Marie; AHMED, Mahbub; PULZ, Robert Alexander; ROONEY, Lisa Ann; SMITH, Nichola; TROXLER, Thomas Josef; (31 pag.)US2015/329549; (2015); A1;,
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