1-Ethynylcyclopropane-1-sulfonamide → (2S,4S)-4-(8-chloro-7-methoxy-2-(3-(trifluoromethyl)-1H-pyrazol-1-yl)quinolin-4-yloxy)-N-(hex-5-enyl)-N-methylpyrrolidine-2-carboxamide

HRID 1675439Notes

Reaction equation

HRID 1675439 reaction equation
[Cl:1][C:2]1[C:3]([O:44][CH3:45])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([N:12]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[N:13]1)[CH:8]=[C:7]2[O:21][C@@H:22]1[CH2:26][N:25](C(OC(C)(C)C)=O)[C@H:24]([C:34](=[O:43])[N:35]([CH2:37][CH2:38][CH2:39][CH2:40][CH:41]=[CH2:42])[CH3:36])[CH2:23]1.C(C1(S(N)(=O)=O)CC1)#C>>[Cl:1][C:2]1[C:3]([O:44][CH3:45])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([N:12]1[CH:16]=[CH:15][C:14]([C:17]([F:18])([F:19])[F:20])=[N:13]1)[CH:8]=[C:7]2[O:21][C@@H:22]1[CH2:26][NH:25][C@H:24]([C:34]([N:35]([CH2:37][CH2:38][CH2:39][CH2:40][CH:41]=[CH2:42])[CH3:36])=[O:43])[CH2:23]1

Participants

3

Reactant 2

HCID 575787321-Ethynylcyclopropane-1-sulfonamideHCID 57816700(2S,4S)-tert-butyl 4-(8-chloro-7-methoxy-2-(3-(trifluoromethyl)-1H-pyrazol-1-yl)quinolin-4-yloxy)-2-(hex-5-enyl(methyl)carbamoyl)pyrrolidine-1-carboxylate

Product 1

HCID 57816693(2S,4S)-4-(8-chloro-7-methoxy-2-(3-(trifluoromethyl)-1H-pyrazol-1-yl)quinolin-4-yloxy)-N-(hex-5-enyl)-N-methylpyrrolidine-2-carboxamide

Procedure

Compound 115 was synthesized from compound 114 as a white solid in quantitative yield, following the procedure as described for compound 82.

Sources & evidence

ORD record
ord-0c96fe7ef97f48a9817eeb5b636f4438
Source dataset
uspto-grants-2011_08
Patent number
US08003659B2

Reaction notes

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