2-(2-Bromoethyl)pyridine hydrobromide → 7-Chloro-6-(2-pyridin-2-yl-ethylthio)-2,3,4,5-tetrahydro-1H-benzo[d]azepine Hydrochloride

HRID 911542Notes

Reaction equation

HRID 911542 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.Br.BrC[CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=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][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=1

Participants

3

Reactant 2

HCID 129138592-(2-Bromoethyl)pyridine hydrobromideHCID 576559793-tert-butoxycarbonyl-7-chloro-6-dimethylaminocarbonylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

HCID 667068737-Chloro-6-(2-pyridin-2-yl-ethylthio)-2,3,4,5-tetrahydro-1H-benzo[d]azepine Hydrochloride

Procedure

Use a method similar to the Preparation 177, using 3-tert-butoxycarbonyl-7-chloro-6-dimethylcarbamoylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine and 2-(2-bromoethyl)-pyridine hydrobromide to give, after deprotection using a method similar to the General Procedure 1-4, the title compound. MS (ES+) m/z 319 (M+H)+.

Workup

  1. customsimilar to the Preparation 177
  2. customto give

Sources & evidence

ORD record
ord-22bb32eb2093431ea5d9b2af3c357d31
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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