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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771915Generated: November 4, 2026

4-[5-[3-Fluoro-5-(trifluoromethoxy)phenyl]-1-(3-pyridyl)pyrazol-3-yl]-2,3-dihydropyrrolo[3,4-c]pyridin-1-one → 4-[1-(3-Chloro-4-fluoro-phenyl)-5-[3-chloro-5-(trifluoromethoxy)phenyl]pyrazol-3-yl]-2,3-dihydropyrrolo[3,4-c]pyridin-1-one

https://huagongshe.com/reaction/1771915

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-[5-[3-Fluoro-5-(trifluoromethoxy)phenyl]-1-(3-pyridyl)pyrazol-3-yl]-2,3-dihydropyrrolo[3,4-c]pyridin-1-oneHCID 73335118—
Reactant1-(3-chloro-4-fluorophenyl)-5-(3-chloro-5-trifluoromethoxyphenyl)-1H-pyrazole-3-carboxylic acidHCID 118236131—
ReactantHCID 178418806HCID 178418806—
ReactantHCID 178419412HCID 178419412—
Product4-[1-(3-Chloro-4-fluoro-phenyl)-5-[3-chloro-5-(trifluoromethoxy)phenyl]pyrazol-3-yl]-2,3-dihydropyrrolo[3,4-c]pyridin-1-oneHCID 73335216—

Reaction Steps

The synthesis is prepared from 825 mg (1.90 mmol) of the compound from example 9A in a manner analogous to the synthesis of the compound from example 6. This produces 844 mg (81% of theoretical yield) of trimethylsilyl ethyl carbamate (step 1), 541 mg (87% of theoretical yield) of aminopyrazole (step 2) and 223 mg (37% of theoretical yield) of bromopyrazole (step 3). In step 4, 30 mg (27% of theoretical yield) of the title compound are obtained from 100 mg (0.21 mmol) of the compound from step 3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249148B2
Source datasetuspto-grants-2016_02
ORD IDord-e190e0e2140041eb941a6d7627a0470f
Source noteuspto-grants-2016_02