HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178503366, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-6-methylpyridine | HCID 68753485 | — |
| Reactant | HCID 86703060 | HCID 86703060 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 178503366 | HCID 178503366 | — |
Reaction Steps
A mixture of 4-(2-methylsulfanyl-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde (200 mg, 0.548 mmol), 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-6-methylpyridine×2HCl (174 mg, 60% pure), triethylamine (0.168 mL), AcOH (0.075 mL) and NMP (4.6 mL) were stirred overnight at room temperature. Sodium triacetoxyborohydride (279 mg) and the mixture stirred for 3 h. The reaction was partitioned between CH2Cl2 and water, the organic phase separated, dried and concentrated in vacuo. The residue was purified by preparative HPLC to give the title compound (78 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957064B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-30b86b7a31ee4b53853dad2174383117 |
| Source note | uspto-grants-2015_02 |