3-Chloro-4,7-difluorobenzo[b]thiophene-2-carbonyl chloride → {4-[(3-Chloro-4,7-difluoro-benzo[b]thiophene-2-carbonyl)-(2-methoxy-5-pyridin-4-yl-benzyl)-amino]-cyclohexyl}-carbamic acid tert-butyl ester

HRID 2389719Notes

Reaction equation

HRID 2389719 reaction equation
[C:1]([O:5][C:6](=[O:30])[NH:7][CH:8]1[CH2:13][CH2:12][CH:11]([NH:14][CH2:15][C:16]2[CH:21]=[C:20]([C:22]3[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=3)[CH:19]=[CH:18][C:17]=2[O:28][CH3:29])[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[Cl:31][C:32]1[C:33]2[C:43]([F:44])=[CH:42][CH:41]=[C:40]([F:45])[C:34]=2[S:35][C:36]=1[C:37](Cl)=[O:38]>>[C:1]([O:5][C:6](=[O:30])[NH:7][CH:8]1[CH2:9][CH2:10][CH:11]([N:14]([C:37]([C:36]2[S:35][C:34]3[C:40]([F:45])=[CH:41][CH:42]=[C:43]([F:44])[C:33]=3[C:32]=2[Cl:31])=[O:38])[CH2:15][C:16]2[CH:21]=[C:20]([C:22]3[CH:23]=[CH:24][N:25]=[CH:26][CH:27]=3)[CH:19]=[CH:18][C:17]=2[O:28][CH3:29])[CH2:12][CH2:13]1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 219384153-Chloro-4,7-difluorobenzo[b]thiophene-2-carbonyl chlorideHCID 59683557[4-(2-Methoxy-5-pyridin-4-yl-benzylamino)-cyclohexyl]-carbamic acid tert-butyl ester

Product 1

HCID 59683606{4-[(3-Chloro-4,7-difluoro-benzo[b]thiophene-2-carbonyl)-(2-methoxy-5-pyridin-4-yl-benzyl)-amino]-cyclohexyl}-carbamic acid tert-butyl ester

Procedure

Amine (297) (156 mg, 0.38 mmol) was reacted with acid chloride 8 (110 mg, 0.42 mmol) using Method D to give the title compound.

Sources & evidence

ORD record
ord-00e9f9ded6c14d1db8741184d44755b3
Source dataset
uspto-grants-2012_09
Patent number
US08273747B2

Reaction notes

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