Electric Literature of 1009102-44-6,Some common heterocyclic compound, 1009102-44-6, name is 1-(4-Chlorophenyl)cyclopropanamine hydrochloride, molecular formula is C9H11Cl2N, 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.
[00142] To a solution of (E)-3-((3aS,5aR,5bR,7aR,9S,11aR,11 bR,13aS)-9~hydroxy-1- isopropyI-5a, 5b, 8,8,11a-pentamethyl-2-oxo- 3,3a,4,5,5a,5b,6,7,7a,8,9,10,11 ,11a,11 b,12,13,13a-octadecahydro-2H- cyclopenta[a]chrysen-3a-yl)-2-methylacrylic acid (350 mg, 0.685 mmol), 1-(4- chlorophenyl)cyciopropanamine hydrochloride (154 mg, 0.754 mmol) and HATU (521 mg, 1.371 mmol) in DMF (2 mL) stirred at 0C was added DIPEA (0.479 mL, 2.74 mmol). The reaction mixture was stirred at 20C for 1 h. The reaction mixture was pH adjusted to 3-4 with 2 M HCI and filtered. The solid was washed with water (50 mL), dissolved into DCM, dried over sodium sulfate and evaporated in vacuo to give the crude (E)-N-(1-{4- chlorophenyl)cyclopropyl)-3-((3aS,5aR,5bR,7aR,9S, 1 1 aR, 1 1 bR, 13aS)-9-hydroxy-1 – isopropyl-5a,5b,8,8,11 a-pentamethyl-2-oxo- 3,33,4,5,53,5^6,7,73,8,9, 10,11 ,1 1 a, 1 1 b, 12, 3, 3a-octadecahydro-2H- cyciopenta[a]chrysen-3a-yI)-2-methylacrylamide (650 mg, 0.680 mmol, 99 %) as a yellow solid.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(4-Chlorophenyl)cyclopropanamine hydrochloride, its application will become more common.
Reference:
Patent; GLAXOSMITHKLINE LLC; HAN, Nianhe; JOHNS, Brian, A.; TANG, Jun; WO2013/91144; (2013); A1;,
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