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

HRID 2389686Notes

Reaction equation

HRID 2389686 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([S:15](=[O:18])(=[O:17])[NH2:16])=[CH:11][CH:10]=2)=[CH:5][C:4]=1[CH2:19][NH:20][CH:21]1[CH2:26][CH2:25][CH:24]([N:27]([CH3:35])[C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH2:23][CH2:22]1.[Cl:36][C:37]1[C:38]2[C:48]([F:49])=[CH:47][CH:46]=[C:45]([F:50])[C:39]=2[S:40][C:41]=1[C:42](Cl)=[O:43]>>[Cl:36][C:37]1[C:38]2[C:48]([F:49])=[CH:47][CH:46]=[C:45]([F:50])[C:39]=2[S:40][C:41]=1[C:42]([N:20]([CH2:19][C:4]1[CH:5]=[C:6]([C:9]2[CH:10]=[CH:11][C:12]([S:15](=[O:17])(=[O:18])[NH2:16])=[CH:13][CH:14]=2)[CH:7]=[CH:8][C:3]=1[O:2][CH3:1])[CH:21]1[CH2:22][CH2:23][CH:24]([N:27]([CH3:35])[C:28](=[O:34])[O:29][C:30]([CH3:32])([CH3:31])[CH3:33])[CH2:25][CH2:26]1)=[O:43]

Participants

3

Reactant 2

HCID 219384153-Chloro-4,7-difluorobenzo[b]thiophene-2-carbonyl chlorideHCID 59683626tert-Butyl {4-[(4-methoxy-4'-sulfamoyl-biphenyl-3-ylmethyl)-amino]-cyclohexyl}-methyl-carbamate

Product 1

HCID 59683633tert-Butyl {4-[(3-chloro-4,7-difluoro-benzo[b]thiophene-2-carbonyl)-(4-methoxy-4'-sulfamoyl-biphenyl-3-ylmethyl)-amino]-cyclohexyl}-methyl-carbamate

Procedure

Crude biaryl amine 216 (514 mg) is treated with acid chloride 8 (327 mg, 1.22 mmol) using Method D to give the title compound.

Sources & evidence

ORD record
ord-07f629c54c804f1fb280d10cb35a7e67
Source dataset
uspto-grants-2012_09
Patent number
US08273747B2

Reaction notes

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