HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenoxyacetyl chloride → HCID 66628433, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenoxyacetyl chloride | HCID 69703 | — |
| 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 66628433 | HCID 66628433 | — |
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 (1.5 ml). At room temperature, phenoxyacetyl chloride (21 mg, 197 μmol, 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, 5 μm, 50×20 mm; mobile phase: acetonitrile-water-0.1% TFA). After lyophilization, the product was obtained as a solid (20.9 mg, 56% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359362B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-1c9ef1f63d7c41979428838daade65b1 |
| Source note | uspto-grants-2016_06 |