Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200962Generated: October 30, 2026

Isoxazole-5-carbonyl chloride → HCID 46841344, compound

https://huagongshe.com/reaction/2200962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsoxazole-5-carbonyl chlorideHCID 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 hydrochlorideHCID 66627899—
SolventPyridineHCID 1049—
ProductHCID 46841344HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359362B2
Source datasetuspto-grants-2016_06
ORD IDord-d9c680ca79004d0b9f27e202d4b65fdb
Source noteuspto-grants-2016_06