Pyrrolidine → 7-Chloro-6-(5-pyrrolidin-1-yl-pyridin-2-ylmethylthio)-2,3,4,5-tetrahydro-1H-benzo[d]azepine Hydrochloride

HRID 911496Notes

Reaction equation

HRID 911496 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([CH2:8][S:9][C:10]2[C:20]3[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15][C:14]=3[CH:13]=[CH:12][C:11]=2[Cl:28])=[N:6][CH:7]=1.[NH:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1>>[ClH:28].[Cl:28][C:11]1[CH:12]=[CH:13][C:14]2[CH2:15][CH2:16][NH:17][CH2:18][CH2:19][C:20]=2[C:10]=1[S:9][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([N:29]2[CH2:33][CH2:32][CH2:31][CH2:30]2)=[CH:7][N:6]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 576562493-tert-butoxycarbonyl-6-(5-bromopyridin-2-ylmethylthio)-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

HCID 667069837-Chloro-6-(5-pyrrolidin-1-yl-pyridin-2-ylmethylthio)-2,3,4,5-tetrahydro-1H-benzo[d]azepine Hydrochloride

Procedure

Use a method similar to the Example 369, using 6-(5-bromopyridin-2-ylmethylthio)-3-tert-butoxycarbonyl-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine and pyrrolidine to give the title compound as a pale yellow solid. MS (ES+) m/z: 374 (M+H)+.

Sources & evidence

ORD record
ord-6877a2cbebc844e4ba38a61ebf877063
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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