HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → methyl 1-(3-chloropyridin-2-yl)-5-hydroxy-3-(hydroxymethyl)-4,5-dihydro-1H-pyrazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-Chloro-2-hydrazinylpyridine | HCID 556100 | — |
| Reactant | HCID 58320700 | HCID 58320700 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | methyl 1-(3-chloropyridin-2-yl)-5-hydroxy-3-(hydroxymethyl)-4,5-dihydro-1H-pyrazole-5-carboxylate | HCID 54577408 | — |
Reaction Steps
A mixture of methyl 4-amino-5-hydroxy-2-oxopent-3-enoate (1.59 g, 10 mmol), 3-chloropyridin-2-ylhydrazine (1.43 g, 10 mmol and HCl (1 g, 10 mmol, 37% solution in water) was stirred in 15 ml of acetonitrile at 25° C. for 20 hours. The solution was concentrated under reduced pressure and the residue was washed with water and isopropanol. This gave 2.13 g (75%) of the product, with a melting point of 111-113° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08586753B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-770042fb5008492a96da17218b5131c0 |
| Source note | uspto-grants-2013_11 |