Cyclopropanesulfonyl chloride → N-(5-(5-(1H-pyrazol-1-yl)-1H-benzo[d]imidazol-1-yl)-2',4'-difluorobiphenyl-3-yl)cyclopropanesulfonamide

HRID 64095

Reaction equation

HRID 64095 reaction equation
[N:1]1([C:6]2[CH:32]=[CH:31][C:9]3[N:10]([C:13]4[CH:14]=[C:15]([NH:27]C(=O)C)[CH:16]=[C:17]([C:19]5[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=5[F:26])[CH:18]=4)[CH:11]=[N:12][C:8]=3[CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1.[CH:33]1([S:36](Cl)(=[O:38])=[O:37])[CH2:35][CH2:34]1>>[N:1]1([C:6]2[CH:32]=[CH:31][C:9]3[N:10]([C:13]4[CH:14]=[C:15]([NH:27][S:36]([CH:33]5[CH2:35][CH2:34]5)(=[O:38])=[O:37])[CH:16]=[C:17]([C:19]5[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=5[F:26])[CH:18]=4)[CH:11]=[N:12][C:8]=3[CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1

Participants

3

Reactant 2

HCID 2760919Cyclopropanesulfonyl chlorideHCID 117777781N-(5-(5-(1H-pyrazol-1-yl)-1H-benzo[d]imidazol-1-yl)-2',4'-difluorobiphenyl-3-yl)acetamide

Product 1

HCID 117777585N-(5-(5-(1H-pyrazol-1-yl)-1H-benzo[d]imidazol-1-yl)-2',4'-difluorobiphenyl-3-yl)cyclopropanesulfonamide

Procedure

The compound was prepared from the compound of Example 28 using the procedures of Example 29 and cyclopropane sulfonyl chloride. 1H NMR (300 MHz, DMSO-d6): δ 10.34 (s, 1H), 9.0 (s, 1H), 8.64 (d, 1H), 8.27 (d, 1H), 7.99 (dd, 1H), 7.85-7.76 (m, 3H), 7.65-7.62 (m, 2H), 7.54-7.45 (m, 2H), 7.33-7.27 (m, 1H), 6.59-6.57 (m, 1H), 2.95-2.93 (m, 1H), 1.04-1.02 (m, 4H); LC-MS (ESI): Calculated mass: 491.51; Observed mass: 492.1 [M+H]+ (rt: 1.659 min).

Workup

  1. custom492.1 [M+H]+ (rt: 1.659 min)

Sources & evidence

ORD record
ord-4f034e6aae2148e081920e725fcb3157
Source dataset
uspto-grants-2016_09
Patent number
US09447091B2

Linked notes

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