N-methyl-2-pyrrolidone → 5-(5-Trifluoromethyl-1H-indazol-3-yl)-1H-pyrrole-2-carboxylic Acid (3-fluoro-phenyl)-amide

HRID 456673Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([C:11]2[NH:12][C:13]([C:16](=O)[C:17]3[CH:22]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:20]=[CH:19][C:18]=3F)=[CH:14][CH:15]=2)=[O:10])[CH:5]=[CH:6][CH:7]=1.O.[NH2:30][NH2:31].CN1CCCC1=O>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([C:11]2[NH:12][C:13]([C:16]3[C:17]4[C:18](=[CH:19][CH:20]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:22]=4)[NH:31][N:30]=3)=[CH:14][CH:15]=2)=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 120 °C

Procedure

A mixture of 5-(2-fluoro-5-trifluoromethyl-benzoyl)-1H-pyrrole-2-carboxylic acid (3-fluoro-phenyl)-amide, hydrazine hydrate, 1-methyl-pyrrolin-2-one and toluene was heated at 120° C. for 2 hours. The reaction was concentrated, mixed with water and filtered. The solid was washed to give the titled compound.

Workup

concentrationThe reaction was concentrated
additionmixed with water
filtrationfiltered
washThe solid was washed

Sources & evidence

ORD record: ord-180617e1467c48e5a7ed62a973f3bfca
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07186716B2

Reaction notes

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