HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isovaleryl chloride → HCID 66628186, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isovaleryl chloride | HCID 66054 | — |
| 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 66628186 | HCID 66628186 | — |
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 mmol) was dissolved in abs. pyridine (1.5 ml). At room temperature, isovaleryl chloride (24 mg, 197 mmol, 3 eq.) was added. After 12 h, analysis of the reaction by HPLC showed substantial conversion. The reaction mixture was concentrated under reduced pressure and purified by preparative HPLC (Kromasil C18 column, 20×50 mm; mobile phase: acetonitrile-water-0.1% TFA). After lyophilization, the product was obtained as a solid (22.4 mg, 68% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569314B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-d7c27eec95034daa95a905cbc29dc6db |
| Source note | uspto-grants-2013_10 |