Cyclopropanesulfonyl chloride → N-(3-(5-(oxazol-5-yl)-1H-benzo[d]imidazol-1-yl)-5-(1H-pyrrol-1-yl)phenyl)-cyclopropanesulfonamide

HRID 64118Notes

Reaction equation

[O:1]1[C:5]([C:6]2[CH:29]=[CH:28][C:9]3[N:10]([C:13]4[CH:14]=[C:15]([NH:24]C(=O)C)[CH:16]=[C:17]([N:19]5[CH:23]=[CH:22][CH:21]=[CH:20]5)[CH:18]=4)[CH:11]=[N:12][C:8]=3[CH:7]=2)=[CH:4][N:3]=[CH:2]1.[CH:30]1([S:33](Cl)(=[O:35])=[O:34])[CH2:32][CH2:31]1>>[O:1]1[C:5]([C:6]2[CH:29]=[CH:28][C:9]3[N:10]([C:13]4[CH:14]=[C:15]([NH:24][S:33]([CH:30]5[CH2:32][CH2:31]5)(=[O:35])=[O:34])[CH:16]=[C:17]([N:19]5[CH:20]=[CH:21][CH:22]=[CH:23]5)[CH:18]=4)[CH:11]=[N:12][C:8]=3[CH:7]=2)=[CH:4][N:3]=[CH:2]1

Participants

Reactant 2

HCID 2760919Cyclopropanesulfonyl chloride

HCID 117777673HCID 117777673, compound

Product 1

HCID 117777907N-(3-(5-(oxazol-5-yl)-1H-benzo[d]imidazol-1-yl)-5-(1H-pyrrol-1-yl)phenyl)-cyclopropanesulfonamide

Procedure

The compound was prepared from the compound of Example 106 using the procedures of Example 107 and cyclopropane sulfonyl chloride. 1H NMR (300 MHz, DMSO-d6): δ 10.35 (s, 1H), 8.87 (s, 1H), 8.52 (s, 1H), 8.22 (s, 1H), 7.82 (d, 3H), 7.74-7.35 (m, 1H), 7.5-7.45 (m, 4H), 6.39 (t, 2H), 3.04-2.95 (m, 1H), 1.08-1.07 (m, 4H); LC-MS (ESI): Calculated mass: 445.49; Observed mass: 446.1 [M+H]+ (rt: 1.43 min).

Workup

custom446.1 [M+H]+ (rt: 1.43 min)

Sources & evidence

ORD record: ord-3ff3c542bbf540b092b57149dfc56a6b
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09447091B2

Reaction notes

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