HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178474264, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | HCID 178418690 | HCID 178418690 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178474264 | HCID 178474264 | 80.6% |
Reaction Steps
Acetyl chloride (41 g, 0.530 mol) was added dropwise to a solution of 3-methyl-1H-pyrazol-5-amine (25.6 g, 0.264 mol) and N-methylmorpholine (58 mL, 0.530 mol) in CH2Cl2 (250 mL) at 0° C. under an atmosphere of nitrogen. The reaction mixture was stirred at room temperature for 16 h. Water was added to the reaction mixture and the organic layer concentrated in vacuo. The residue was taken up in a mixture of MeOH/THF (100 mL/100 mL), cooled to 10° C. and treated with 1M NaOH solution. The reaction mixture was stirred for 0.25 h, acidified to pH 5 and organic solvents were removed in vacuo. The resulting precipitate was filtered, washed (water, diethyl ether) and dried to provide the title compound as a white solid (29.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09227976B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-bfb8937714e2423cbf27db6fb65f0ca1 |
| Source note | uspto-grants-2016_01 |