Cyclopropanesulfonyl chloride → N-(3-(5-(1-methyl-1H-1,2,3-triazol-4-yl)-1H-benzo[d]imidazol-1-yl)-5-(1H-pyrrol-1-yl)phenyl)cyclopropanesulfonamide

HRID 64116Notes

Reaction equation

HRID 64116 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:30]=[CH:29][C:10]3[N:11]([C:14]4[CH:15]=[C:16]([NH:25]C(=O)C)[CH:17]=[C:18]([N:20]5[CH:24]=[CH:23][CH:22]=[CH:21]5)[CH:19]=4)[CH:12]=[N:13][C:9]=3[CH:8]=2)[N:4]=[N:3]1.[CH:31]1([S:34](Cl)(=[O:36])=[O:35])[CH2:33][CH2:32]1>>[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:30]=[CH:29][C:10]3[N:11]([C:14]4[CH:15]=[C:16]([NH:25][S:34]([CH:31]5[CH2:33][CH2:32]5)(=[O:36])=[O:35])[CH:17]=[C:18]([N:20]5[CH:21]=[CH:22][CH:23]=[CH:24]5)[CH:19]=4)[CH:12]=[N:13][C:9]=3[CH:8]=2)[N:4]=[N:3]1

Participants

3

Reactant 2

HCID 2760919Cyclopropanesulfonyl chlorideHCID 89501302N-(3-(5-(1-methyl-1H-1,2,3-triazol-4-yl)-1H-benzo[d]imidazol-1-yl)-5-(1H-pyrrol-1-yl)phenyl)acetamide

Product 1

HCID 117777816N-(3-(5-(1-methyl-1H-1,2,3-triazol-4-yl)-1H-benzo[d]imidazol-1-yl)-5-(1H-pyrrol-1-yl)phenyl)cyclopropanesulfonamide

Procedure

The compound was prepared from the compound of Example 99 using the procedures of Example 100 and cyclopropane sulfonyl chloride. 1H NMR, 300 MHz: (DMSO-d6): δ 10.3 (s, 1H), 8.8 (s, 1H), 8.61 (s, 1H), 8.25 (s, 1H), 7.91 (d, 1H), 7.78 (d, 1H), 7.69 (s, 1H), 7.46-7.43 (m, 4H), 6.34 (t, 2H), 4.12 (s, 3H), 2.94 (m, 1H), 1.04-1.02 (m, 4H); LC-MS (ESI): Calculated mass: 459.52; Observed mass: 460.1 [M+H]+ (rt: 1.22 min).

Workup

  1. custom460.1 [M+H]+ (rt: 1.22 min)

Sources & evidence

ORD record
ord-1f1723bcbea34009a1e3d554aa61ac47
Source dataset
uspto-grants-2016_09
Patent number
US09447091B2

Reaction notes

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