HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-[5-[3-Fluoro-5-(trifluoromethoxy)phenyl]-1-(3-pyridyl)pyrazol-3-yl]-2,3-dihydropyrrolo[3,4-c]pyridin-1-one | HCID 73335118 | — |
| Reactant | 1-(3-chloro-4-fluorophenyl)-5-(3-chloro-5-trifluoromethoxyphenyl)-1H-pyrazole-3-carboxylic acid | HCID 118236131 | — |
| Reactant | HCID 178418806 | HCID 178418806 | — |
| Reactant | HCID 178419412 | HCID 178419412 | — |
| Product | 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 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249148B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-e190e0e2140041eb941a6d7627a0470f |
| Source note | uspto-grants-2016_02 |