3-tert-butoxycarbonyl-7-chloro-6-dimethylaminocarbonylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine → 7-Chloro-6-[4-(3,3-dimethylbutyryl)-benzylthio]-1,2,4,5-tetrahydro-benzo[d]azepine Hydrochloride

HRID 2041401Notes

Reaction equation

HRID 2041401 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][C:12]2[C:15]([S:20][C:21](=O)N(C)C)=[C:16]([Cl:19])[CH:17]=[CH:18][C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.BrC[C:28]1[CH:33]=[CH:32][C:31]([C:34](=[O:40])[CH2:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[CH:30][CH:29]=1>>[ClH:19].[Cl:19][C:16]1[CH:17]=[CH:18][C:11]2[CH2:10][CH2:9][NH:8][CH2:14][CH2:13][C:12]=2[C:15]=1[S:20][CH2:21][C:28]1[CH:33]=[CH:32][C:31]([C:34](=[O:40])[CH2:35][C:36]([CH3:38])([CH3:37])[CH3:39])=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 576559793-tert-butoxycarbonyl-7-chloro-6-dimethylaminocarbonylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepineHCID 57656172HCID 57656172, compound

Product 1

HCID 667068697-Chloro-6-[4-(3,3-dimethylbutyryl)-benzylthio]-1,2,4,5-tetrahydro-benzo[d]azepine Hydrochloride

Procedure

Use a method similar to the Example 428 to react 3-tert-butoxycarbonyl-7-chloro-6-dimethylcarbamoylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine with 1-(4-bromomethylphenyl)-3,3-dimethylbutan-1-one. Use a method similar to the General Procedure 1-4, basic workup, and a method similar to the General Procedure 2-2 to give the title compound as a white solid. MS (APCI+) m/z: 402 (M+H)+.

Sources & evidence

ORD record
ord-a92bbd7bd0fa4a2d934771c8228952e2
Source dataset
uspto-grants-2013_11
Patent number
US08580780B2

Reaction notes

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