HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chloro-4-fluorophenylhydrazine hydrochloride → 1-(3-Chloro-4-fluorophenyl)-5-(5-methoxypyridin-3-yl)-1H-pyrazole-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chloro-4-fluorophenylhydrazine hydrochloride | HCID 44181777 | — |
| Reactant | 5-(3-Chloro-5-fluorophenyl)-1-(pyridin-2-yl)-1H-pyrazole-3-carboxylic acid | HCID 89602575 | — |
| Reactant | Lithium 1-(5-methoxypyridin-3-yl)-4-ethoxy-3,4-dioxobut-1-en-1-olate | HCID 131735141 | — |
| Product | 1-(3-Chloro-4-fluorophenyl)-5-(5-methoxypyridin-3-yl)-1H-pyrazole-3-carboxylic acid | HCID 89602457 | — |
Reaction Steps
600 mg (1.33 mmol) of the compound of Example 16A is reacted analogously to the synthesis of the compound of Example 20A with 288 mg (1.46 mmol) of 3-chloro-4-fluorophenylhydrazine hydrochloride. After hydrolysis, the entire reaction mixture is reduced to the dry state i. vac. 712 mg (37% purity, 57% of theory) of the title compound, which is used without further purification, is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296720B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-cd47ee6726794e81a15e818508a708a7 |
| Source note | uspto-grants-2016_03 |