3-Chlorobenzo(b)thiophene-2-carbonyl chloride → (4-{(3-Chloro-benzo[b]thiophene-2-carbonyl)-[4-fluoro-4'-(2,2,2-trifluoro-acetyl)-biphenyl-3-ylmethyl]-amino}-cyclohexyl)-methyl-carbamic acid tert-butyl ester

HRID 2389724Notes

Reaction equation

HRID 2389724 reaction equation
[C:1]([O:5][C:6](=[O:36])[N:7]([CH:9]1[CH2:14][CH2:13][CH:12]([NH:15][CH2:16][C:17]2[CH:18]=[C:19]([C:24]3[CH:29]=[CH:28][C:27]([C:30](=[O:35])[C:31]([F:34])([F:33])[F:32])=[CH:26][CH:25]=3)[CH:20]=[CH:21][C:22]=2[F:23])[CH2:11][CH2:10]1)[CH3:8])([CH3:4])([CH3:3])[CH3:2].[Cl:37][C:38]1[C:39]2[CH:49]=[CH:48][CH:47]=[CH:46][C:40]=2[S:41][C:42]=1[C:43](Cl)=[O:44]>>[C:1]([O:5][C:6](=[O:36])[N:7]([CH:9]1[CH2:14][CH2:13][CH:12]([N:15]([C:43]([C:42]2[S:41][C:40]3[CH:46]=[CH:47][CH:48]=[CH:49][C:39]=3[C:38]=2[Cl:37])=[O:44])[CH2:16][C:17]2[CH:18]=[C:19]([C:24]3[CH:25]=[CH:26][C:27]([C:30](=[O:35])[C:31]([F:33])([F:34])[F:32])=[CH:28][CH:29]=3)[CH:20]=[CH:21][C:22]=2[F:23])[CH2:11][CH2:10]1)[CH3:8])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 5198983-Chlorobenzo(b)thiophene-2-carbonyl chlorideHCID 59766911(4-{[4-Fluoro-4'-(2,2,2-trifluoro-acetyl)-biphenyl-3-ylmethyl]-amino}-cyclohexyl)-methyl-carbamic acid tert-butyl ester

Product 1

HCID 59766908(4-{(3-Chloro-benzo[b]thiophene-2-carbonyl)-[4-fluoro-4'-(2,2,2-trifluoro-acetyl)-biphenyl-3-ylmethyl]-amino}-cyclohexyl)-methyl-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from amine (264) (220 mg, 0.43 mmol) and 3-chlorobenzo[b]thiophene-2-carbonyl chloride (110 mg, 0.48 mmol) following Method D.

Sources & evidence

ORD record
ord-cacc558a3d614a9aaa8bac82bfddf8da
Source dataset
uspto-grants-2012_09
Patent number
US08273747B2

Reaction notes

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