Some common heterocyclic compound, 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, molecular formula is C7H7BrFN, 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. Recommanded Product: (4-Bromo-2-fluorophenyl)methanamine
To a solution of (E)-3-(4-(trifluoromethyl)phenyl)acrylic acid (67) (500 mg, 2.31 mmol) (4-bromo-2-fluorophenyl)methanamine (66) (519 mg, 2.54 mmol) in DMF (5 ml) was added HATU (924 mg, 2.43 mmol) and DIEA (0.81 ml, 4.63 mmol) at 0 C. under nitrogen. After being stirred overnight at room temperature, the reaction mixture was quenched with 10% citric acid and diluted with ethyl acetate. The resulting organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo. The crude product was chromatographed on silica gel eluting with a gradient of hexane/ethyl acetate (20-40%) to afford 460 mg of the desired product (68) in 91% yield as a white solid. 1H-NMR (DMSO-d6) delta: 8.74 (1H, t, J=5.05 Hz), 7.79 (4H, s), 7.56-7.52 (2H, m), 7.42 (1H, d, J=8.34 Hz), 7.33 (1H, d, J=8.34 Hz), 6.81 (1H, d, J=15.66 Hz), 4.41 (2H, d, J=5.05 Hz). LC/MS (M+1): 404.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 112734-22-2, its application will become more common.
Reference:
Patent; SHIONOGI & CO., LTD.; Kurose, Noriyuki; Iso, Yasuyoshi; Yamaguchi, Naoko; Shao, Bin; Tafesse, Laykea; Zhou, Xiaoming; Yu, Jianming; US9156830; (2015); B2;,
Bromide – Wikipedia,
bromide – Wiktionary