Cyclopropanesulfonyl chloride → HCID 117777703, compound

HRID 64128Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]1[CH:14]=[C:13]([N:15]2[C:19]3[CH:20]=[CH:21][C:22]([C:24]4[CH:25]=[N:26][N:27]([CH2:29][CH2:30][N:31]5[CH2:36][CH2:35][O:34][CH2:33][CH2:32]5)[CH:28]=4)=[CH:23][C:18]=3[N:17]=[CH:16]2)[CH:12]=[C:11]([NH:37]C(=O)C)[CH:10]=1.[CH:41]1([S:44](Cl)(=[O:46])=[O:45])[CH2:43][CH2:42]1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]1[CH:14]=[C:13]([N:15]2[C:19]3[CH:20]=[CH:21][C:22]([C:24]4[CH:25]=[N:26][N:27]([CH2:29][CH2:30][N:31]5[CH2:36][CH2:35][O:34][CH2:33][CH2:32]5)[CH:28]=4)=[CH:23][C:18]=3[N:17]=[CH:16]2)[CH:12]=[C:11]([NH:37][S:44]([CH:41]2[CH2:43][CH2:42]2)(=[O:46])=[O:45])[CH:10]=1

Participants

Reactant 2

HCID 2760919Cyclopropanesulfonyl chloride

HCID 117777433HCID 117777433, compound

Product 1

HCID 117777703HCID 117777703, compound

Procedure

The compound was prepared from the compound of Example 139 using the procedures of Example 140 and cyclopropane sulfonyl chloride. 1H NMR (400 MHz, DMSO-d6): δ 10.31 (s, 1H), 8.76 (s, 1H), 8.36 (s, 1H), 8.14 (s, 1H), 8.07 (s, 1H), 7.73 (d, 1H), 7.67-7.63 (m, 4H), 7.55 (s, 1H), 7.50-7.45 (m, 2H), 4.60 (t, 2H), 3.99-3.79 (m, 2H), 3.69-3.63 (m, 6H), 3.20-3.17 (m, 2H), 2.91-2.88 (m, 1H), 1.1-1.0 (d, 4H); LC-MS (ESI): Calculated mass: 604.67; Observed mass: 605.4 [M+H]+ (rt: 0.48 min).

Workup

custom605.4 [M+H]+ (rt: 0.48 min)

Sources & evidence

ORD record: ord-ced7d47f30944d4a9c92caf92fab6beb
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09447091B2

Reaction notes

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