Some common heterocyclic compound, 185122-74-1, name is 5-Bromo-2,3-dihydro-1H-inden-1-amine, molecular formula is C9H10BrN, 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. name: 5-Bromo-2,3-dihydro-1H-inden-1-amine
To a suspension of 5-bromo-2,3 -dihydro- lH-inden-1 -amine (2.2 g, 10.4 mmol) and NaHC03 (2.6 g, 31.2 mmol) in MeCN (100 mL) was added Boc20 (3.4 mL, 15.6 mmol) at 0 C. The reaction was stirred at rt overnight, then concentrated in vacuo. The residue was dissolved in EtOAc (100 mL). The resulted solution was washed with H20 (50 mL x 2), dried over anhydrous a2S04, filtered and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) =20/1) to give the title compound as a white solid (3.3 g, 100%). MS (ESI, pos. ion) m/z: 257 [M + H – 56]+; NMR (400 MHz, i/6-DMSO) delta (ppm): 1.48 (s, 9H), 1.72-1.85 (m, 1H), 2.49-2.62 (m, 1H), 2.77-2.88 (m, 1H), 2.89-2.98 (m, 1H), 4.67-4.77 (br, 1H), 5.07-5.17 (m, 1H), 7.18 (d, J= 8.0 Hz, 1H), 7.32 (d, J= 8.0 Hz, 1H), 7.36 (s, 1H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 185122-74-1, its application will become more common.
Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD; XI, Ning; WANG, Ruyong; WANG, Liang; WO2014/89324; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary