HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isoxazole-5-carbonyl chloride → HCID 46841344, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isoxazole-5-carbonyl chloride | HCID 2736707 | — |
| Reactant | (7R)-2-amino-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile hydrochloride | HCID 66627899 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 46841344 | HCID 46841344 | — |
Reaction Steps
Under an atmosphere of argon protective gas, (7R)-2-amino-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile hydrochloride (30 mg, 66 μmol) was dissolved in abs. pyridine (2 ml). At room temperature, isoxazol-5-carbonyl chloride (26 mg, 197 μmol, 3 eq.) was added, and the mixture was stirred overnight. Once HPLC showed substantial conversion, the reaction mixture was concentrated under reduced pressure and purified by preparative HPLC (Gromsil C18 column, 30×250 mm; mobile phase: acetonitrile-water-0.1% TFA). After lyophilization, the product was obtained as a solid (5 mg, 15% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359362B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-d9c680ca79004d0b9f27e202d4b65fdb |
| Source note | uspto-grants-2016_06 |