HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium triacetoxyborohydride → HCID 11192748, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 11341642 | HCID 11341642 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 11192748 | HCID 11192748 | 72% |
Reaction Steps
A solution of (±)-6-(1-(7-methyl-1H-indazol-5-yl)-4-oxo-4-(4-(2-oxo-1,2-dihydroquinazolin-3(4H)-yl)piperidin-1-yl)butan-2-yl)nicotinaldehyde (previous example, 8 mg, 0.015 mmol, 1.0 equiv.) in dichloroethane (1 mL) was treated with by 2 drops of piperidine. Excess Na(OAc)3BH was added and the reaction mixture was stirred at room temperature overnight. The mixture was directly purified by flash column chromatography (10% of 2M ammonia in methanol in methylene chloride) afforded the desired product (10.1 mg, 72% for two steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07569578B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-6954e45f22dc4ac7bc0329e3490a509c |
| Source note | uspto-grants-2009_08 |