(2-Thienylmethyl)amine → HCID 86629649, compound

HRID 911412Notes

Reaction equation

HRID 911412 reaction equation
[CH2:1]([C:4]1[CH:20]=[CH:19][C:7]2[CH2:8][CH2:9][N:10]([C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])[CH2:11][CH2:12][C:6]=2[C:5]=1OS(C(F)(F)F)(=O)=O)[CH2:2][CH3:3].[NH2:29][CH2:30][C:31]1[S:32][CH:33]=[CH:34][CH:35]=1>>[CH2:1]([C:4]1[CH:20]=[CH:19][C:7]2[CH2:8][CH2:9][N:10]([C:13](=[O:18])[C:14]([F:15])([F:17])[F:16])[CH2:11][CH2:12][C:6]=2[C:5]=1[NH:29][CH2:30][C:31]1[S:32][CH:33]=[CH:34][CH:35]=1)[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 34005(2-Thienylmethyl)amineHCID 57656307HCID 57656307, compound

Product 1

HCID 86629649HCID 86629649, compound

Procedure

Use a method similar to the General Procedure 5-1 to couple 7-propyl-3-(2,2,2-trifluoroacetyl)-6-trifluoromethanesulfonyloxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine and 2-(aminomethyl)-thiophene. Purify by chromatography on silica gel eluting with hexane/EtOAc (9:1 and 4:1) to give 7-propyl-6-[(2-thienyl)methylamino]-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine as a yellow solid. MS (ES+) m/z: 397 (M+H)+.

Workup

  1. customPurify by chromatography on silica gel eluting with hexane/EtOAc (9:1 and 4:1)

Sources & evidence

ORD record
ord-e752f9f8a78a45668b4469445486b40d
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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