Azepane → 6-(4-Azepan-1-yl-3-fluorobenzylthio)-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine Hydrochloride

HRID 911519Notes

Reaction equation

HRID 911519 reaction equation
Br[C:2]1[CH:28]=[CH:27][C:5]([CH2:6][S:7][C:8]2[C:18]3[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13][C:12]=3[CH:11]=[CH:10][C:9]=2[Cl:26])=[CH:4][C:3]=1[F:29].[NH:30]1[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1>>[ClH:26].[N:30]1([C:2]2[CH:28]=[CH:27][C:5]([CH2:6][S:7][C:8]3[C:18]4[CH2:17][CH2:16][NH:15][CH2:14][CH2:13][C:12]=4[CH:11]=[CH:10][C:9]=3[Cl:26])=[CH:4][C:3]=2[F:29])[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1

Participants

3

Reactant 2

HCID 8119AzepaneHCID 576562686-(4-bromo-3-fluorobenzylthio)-3-tert-butoxycarbonyl-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

HCID 667071826-(4-Azepan-1-yl-3-fluorobenzylthio)-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine Hydrochloride

Procedure

Use a method similar to the Example 419 to react 6-(4-bromo-3-fluorobenzylthio)-3-tert-butoxycarbonyl-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine with homopiperidine. Use a method similar to the General Procedure 14 to give the title compound as a white solid. MS (ES+) m/z: 419 (M+H)+.

Sources & evidence

ORD record
ord-e05eacb4803d40bc8dd603c2ab8c8dab
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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