HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178432369, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-(2-Methyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde | HCID 86630681 | — |
| Reactant | HCID 178478964 | HCID 178478964 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 178432369 | HCID 178432369 | — |
Reaction Steps
A mixture of 4-(2-methyl-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde (300 mg, 0.95 mmol) and 2-(5-piperidin-4-yl-2H-[1,2,4]triazol-3-yl)-6-trifluoromethyl-pyridine hydrochloride salt (662 mg, 1.43 mmol) in NMP (8.1 mL) was treated with Et3N (0.32 mL), followed by AcOH (98 μL) and the mixture was stirred overnight at rt. NaBH(OAc)3 (222 mg) was added and the mixture stirred for 3 hours. The mixture was partitioned between CH2Cl2 and saturated aqueous NaHCO3 solution, the organic phase washed with brine and concentrated in vacuo. The crude product was purified by preparative HPLC to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957064B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-05fbb87f66f9493b8facc9b334c827c1 |
| Source note | uspto-grants-2015_02 |