6-fluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indole → 1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indole

HRID 2274787Notes

Reaction equation

HRID 2274787 reaction equation
FC1C=C2C(C(C3C=NNC=3)=CN2S(C2C=CC=CC=2)(=O)=O)=CC=1.[C:25]1([S:31]([N:34]2[C:42]3[C:37](=[CH:38][CH:39]=[C:40]([C:43]([F:46])([F:45])[F:44])[CH:41]=3)[C:36]([C:47]3[CH:48]=[N:49][N:50](C(OC(C)(C)C)=O)[CH:51]=3)=[CH:35]2)(=[O:33])=[O:32])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[C:25]1([S:31]([N:34]2[C:42]3[C:37](=[CH:38][CH:39]=[C:40]([C:43]([F:45])([F:46])[F:44])[CH:41]=3)[C:36]([C:47]3[CH:48]=[N:49][NH:50][CH:51]=3)=[CH:35]2)(=[O:33])=[O:32])[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 1180601346-fluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indoleHCID 118060358tert-butyl 4-(1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indol-3-yl)-1H-pyrazole-1-carboxylate2×

Product 1

HCID 1180602461-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indoleYield 95%

Procedure

Following the general method as outlined in Intermediate 5, starting from tert-butyl 4-(1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indol-3-yl)-1H-pyrazole-1-carboxylate (Intermediate 41; 400 mg; 0.81 mmol), 300 mg (95%) of the title compound was obtained as a yellow oil, which was used directly without further purification.

Sources & evidence

ORD record
ord-7ae5160ab78c41538090d4a55c3bd713
Source dataset
uspto-grants-2015_09
Patent number
US09126984B2

Reaction notes

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