HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178432370, 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 178477977 | HCID 178477977 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 178432370 | HCID 178432370 | 10.2% |
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), 2-(5-pyrrolidin-3-yl-2H-[1,2,4]triazol-3-yl)-pyridine hydrochloride salt (358 mg), triethylamine (0.32 mL) and AcOH (0.098 mL) in NMP (8.1 mL) was stirred overnight at room temperature. Sodium triacetoxyborohydride (222 mg) was added and the mixture stirred for 4 h. The mixture was diluted with water, filtered and the filtrate concentrated in vacuo. The residue was co-distilled with toluene and to give the crude product which was purified by preparative HPLC to give the title compound (50 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957064B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-6770911559b84ce7ba4352d0e884f4c7 |
| Source note | uspto-grants-2015_02 |