1-[4-(piperidin-1-ylcarbonyl)phenyl]methanamine → HCID 86629621, compound

HRID 911379Notes

Reaction equation

HRID 911379 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]2[CH2:6][CH2:7][N:8]([C:11](=[O:16])[C:12]([F:15])([F:14])[F:13])[CH2:9][CH2:10][C:4]=2[C:3]=1OS(C(F)(F)F)(=O)=O.[N:27]1([C:33]([C:35]2[CH:42]=[CH:41][C:38]([CH2:39][NH2:40])=[CH:37][CH:36]=2)=[O:34])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1>>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]2[CH2:6][CH2:7][N:8]([C:11](=[O:16])[C:12]([F:15])([F:14])[F:13])[CH2:9][CH2:10][C:4]=2[C:3]=1[NH:40][CH2:39][C:38]1[CH:37]=[CH:36][C:35]([C:33]([N:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)=[O:34])=[CH:42][CH:41]=1

Participants

3

Reactant 2

HCID 71312631-[4-(piperidin-1-ylcarbonyl)phenyl]methanamineHCID 574477477-Chloro-3-(2,2,2-trifluoroacetyl)-6-trifluoromethylsulfonyloxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

HCID 86629621HCID 86629621, compound

Procedure

Using a method similar to the General Procedure 5-2, react 7-chloro-3-(2,2,2-trifluoroacetyl)-6-trifluoromethanesulfonyloxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine (500 mg, 1.17 mmol) with 4-(piperidin-1-ylcarbonyl)-benzylamine (308 mg, 1.41 mmol). Purify by chromatography on silica gel eluting with hexane/EtOAc (20:1, 10:1, 7:1 and 5:1) to give 7-chloro-6-[4-(piperidine-1-carbonyl)-benzylamino]-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine as an oil.

Workup

  1. customPurify by chromatography on silica gel eluting with hexane/EtOAc (20:1, 10:1, 7:1 and 5:1)

Sources & evidence

ORD record
ord-0418b8fd8bd5428aaea04587a95330f5
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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