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

HRID 911471Notes

Reaction equation

HRID 911471 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][C:12]2[C:15]([S:20]C(=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[CH:27]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=1)[CH3:28]>>[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][CH:27]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=1)[CH3:28]

Participants

3

Reactant 2

HCID 153736572-(1-Bromoethyl)pyridineHCID 576559793-tert-butoxycarbonyl-7-chloro-6-dimethylaminocarbonylthio-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

HCID 66706972(+/-)-7-Chloro-6-(1-pyridin-2-yl-ethylthio)-2,3,4,5-tetrahydro-1H-benzo[d]azepine Hydrochloride

Procedure

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

Workup

  1. customto give

Sources & evidence

ORD record
ord-fedaa81079c04347847e772cc6228234
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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