HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Quinolinecarboxaldehyde → HCID 22396167, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Quinolinecarboxaldehyde | HCID 79619 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 16788635 | HCID 16788635 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 22396167 | HCID 22396167 | 25.2% |
Reaction Steps
2-(4-Fluorophenyl)-N-(4-piperidinyl)acetamide (WO97/36871; 0.05 g), 2-quinolinecarbaldehyde (0.033 g) and sodium triacetoxyborohydride (0.067 g) in dichloroethane (3 ml) were stirred under nitrogen for 24 hours. Saturated sodium hydrogen carbonate was added to the reaction, with the resulting solution being extracted three times with dichloromethane. The pooled organic phases were washed once with water, once with brine, dried over magnesium sulfate, filtered and the solvent removed under reduced pressure, triturated with diethyl ether/ethyl acetate and filtered to leave 2-(4-fluorophenyl)-N-[1-(2-quinolinylmethyl)-4-piperidinyl]acetamide (0.020 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06903085B1 |
| Source dataset | uspto-grants-2005_06 |
| ORD ID | ord-d3fd755572ec4be2835d35234894c5e9 |
| Source note | uspto-grants-2005_06 |