Tert-Butylamine → 6-(5-tert-Butylcarbamoyl-pyridin-2-ylmethylthio)-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine Hydrochloride

HRID 911503Notes

Reaction equation

HRID 911503 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][C:12]2[C:15]([S:20][CH2:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]([OH:30])=O)=[CH:24][N:23]=3)=[C:16]([Cl:19])[CH:17]=[CH:18][C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.[C:31]([NH2:35])([CH3:34])([CH3:33])[CH3:32]>>[ClH:19].[C:31]([NH:35][C:28]([C:25]1[CH:26]=[CH:27][C:22]([CH2:21][S:20][C:15]2[C:12]3[CH2:13][CH2:14][NH:8][CH2:9][CH2:10][C:11]=3[CH:18]=[CH:17][C:16]=2[Cl:19])=[N:23][CH:24]=1)=[O:30])([CH3:34])([CH3:33])[CH3:32]

Participants

3

Reactant 2

HCID 6385Tert-ButylamineHCID 576562583-tert-butoxycarbonyl-6-(5-carboxypyridin-2-ylmethylthio)-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

HCID 667068576-(5-tert-Butylcarbamoyl-pyridin-2-ylmethylthio)-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine Hydrochloride

Procedure

Use a method similar to the Example 375, using 3-tert-butoxycarbonyl-6-(5-carboxy-pyridin-2-ylmethylthio)-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine and tert-butylamine to give, after deprotection by the General Procedure 14, the title compound as an off-white solid. MS (APCI+) m/z: 404 (M+H)+.

Workup

  1. customto give

Sources & evidence

ORD record
ord-96e6be0ee1b541fcb6d9c1ded7f7842f
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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