Ammonia → HCID 59828868, compound

Participants

Reaction Steps

To 7-chloro-6-{4-[2-(cyclopropanecarbonyl-amino)-thiazol-4-yl]-benzylamino}-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (0.310 g, 5.648 mmol) at room temperature, add 2M ammonia in methanol (18 mL). After stirring for 30 min, add 7M ammonia in methanol (124 mL) to the reaction mixture. After stirring at room temperature overnight, concentrate the reaction mixture in vacuo and elute the residue through a SCX column (20 g). Dissolve the residue in DCM and load the solution on to a RediSep® column (40 g). Purify by preparative liquid chromatography (0:1 to 1:9 2M ammonia in methanol/DCM over 33 min, 1:9 to 1:4 2M ammonia in methanol/DCM over 33 min; 35 mL/min) to afford 7-chloro-6-{4-[2-(cyclopropanecarbonyl-amino)-thiazol-4-yl]-benzylamino}-2,3,4,5-tetrahydro-1H-benzo[d]azepine (0.140 g, 55%) as a white foam. MS (ES+) m/z: 453.1 (M+H)+.

Provenance & Evidence