Acetoxyacetyl chloride → 2-(4-(4-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazol-1-yl)piperidin-1-yl)-2-oxoethyl acetate
Reaction equation
Cl.[F:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([C:21]3[CH:22]=[N:23][N:24]([CH:26]4[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]4)[CH:25]=3)=[CH:8][N:9]2[S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:14])=[O:13])=[CH:5][CH:4]=1.[C:32]([O:35][CH2:36][C:37](Cl)=[O:38])(=[O:34])[CH3:33]>>[C:32]([O:35][CH2:36][C:37]([N:29]1[CH2:30][CH2:31][CH:26]([N:24]2[CH:25]=[C:21]([C:7]3[C:6]4[C:10](=[CH:11][C:3]([F:2])=[CH:4][CH:5]=4)[N:9]([S:12]([C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=4)(=[O:13])=[O:14])[CH:8]=3)[CH:22]=[N:23]2)[CH2:27][CH2:28]1)=[O:38])(=[O:34])[CH3:33]Participants
3
Procedure
Following the general method as outlined in Example 89, starting from 6-fluoro-1-(phenylsulfonyl)-3-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)-1H-indole hydrochloride (Intermediate 17; 368 mg; 0.80 mmol) and 2-chloro-2-oxoethyl acetate (165 mg; 1.21 mmol), 421 mg (100%) of the title compound was obtained as a yellow solid, which was used directly without further purification.
Sources & evidence
- ORD record
- ord-bd79ff7cb7514f56aea9c123be1ffe47
- Source dataset
- uspto-grants-2015_09
- Patent number
- US09126984B2
Reaction notes
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