tert-butyl 4-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazole-1-carboxylate → tert-butyl 4-(1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indol-3-yl)-1H-pyrazole-1-carboxylate

HRID 2274786Notes

Reaction equation

HRID 2274786 reaction equation
F[C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:20]3[CH:21]=[N:22][N:23]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH:24]=3)=[CH:7][N:8]2[S:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:13])=[O:12])=[CH:4][CH:3]=1.IC1C2C(=CC([C:42]([F:45])([F:44])[F:43])=CC=2)N(S(C2C=CC=CC=2)(=O)=O)C=1>>[C:14]1([S:11]([N:8]2[C:9]3[C:5](=[CH:4][CH:3]=[C:2]([C:42]([F:45])([F:44])[F:43])[CH:10]=3)[C:6]([C:20]3[CH:21]=[N:22][N:23]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH:24]=3)=[CH:7]2)(=[O:12])=[O:13])[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 118060266tert-butyl 4-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazole-1-carboxylateHCID 1180606073-iodo-1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indole2×

Product 1

HCID 118060358tert-butyl 4-(1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indol-3-yl)-1H-pyrazole-1-carboxylate

Procedure

Following the general method as outlined in Intermediate 4, starting from 3-iodo-1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indole (Intermediate 40; 300 mg; 0.66 mmol) 0.40 g (94%) of the title compound was obtained as a black oil, which was used directly without further purification.

Sources & evidence

ORD record
ord-e8735205e7234acaa3772215c9d711c1
Source dataset
uspto-grants-2015_09
Patent number
US09126984B2

Reaction notes

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