3-Chloro-4,7-difluorobenzo[b]thiophene-2-carbonyl chloride → tert-Butyl {4-[(5-bromo-2-methoxy-benzyl)-(3-chloro-4,7-difluoro-benzo[b]thiophene-2-carbonyl)-amino]-cyclohexyl}-methyl-carbamate

HRID 2389688Notes

Reaction equation

HRID 2389688 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:25][CH3:26])=[C:6]([CH:24]=1)[CH2:7][NH:8][CH:9]1[CH2:14][CH2:13][CH:12]([N:15]([CH3:23])[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:11][CH2:10]1.[Cl:27][C:28]1[C:29]2[C:39]([F:40])=[CH:38][CH:37]=[C:36]([F:41])[C:30]=2[S:31][C:32]=1[C:33](Cl)=[O:34]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:25][CH3:26])=[C:6]([CH:24]=1)[CH2:7][N:8]([C:33]([C:32]1[S:31][C:30]2[C:36]([F:41])=[CH:37][CH:38]=[C:39]([F:40])[C:29]=2[C:28]=1[Cl:27])=[O:34])[CH:9]1[CH2:10][CH2:11][CH:12]([N:15]([CH3:23])[C:16](=[O:22])[O:17][C:18]([CH3:20])([CH3:21])[CH3:19])[CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 219384153-Chloro-4,7-difluorobenzo[b]thiophene-2-carbonyl chlorideHCID 59683581tert-Butyl [4-(5-bromo-2-methoxy-benzylamino)-cyclohexyl]-methyl-carbamate

Product 1

HCID 59683556tert-Butyl {4-[(5-bromo-2-methoxy-benzyl)-(3-chloro-4,7-difluoro-benzo[b]thiophene-2-carbonyl)-amino]-cyclohexyl}-methyl-carbamate

Procedure

Biaryl amine 219 (0.50 g, 1.17 mmol) is treated with acid chloride 8 (344 mg, 1.29 mmol) using Method D to give the title compound.

Sources & evidence

ORD record
ord-e80bf4933b634d34ac0d4e5084dd7309
Source dataset
uspto-grants-2012_09
Patent number
US08273747B2

Reaction notes

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