HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 90449299, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 89589794 | HCID 89589794 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 90449299 | HCID 90449299 | — |
Reaction Steps
Ethyl 6-chloro-4-((4-(2-cyanopropan-2-yl)phenyl)amino)-1,5-naphthyridine-3-carboxylate (8.1 g, 20.5 mmol) was added to a mixed solvent of ethanol (120 mL) and dichloromethane (12 mL), to the system added sodium borohydride (5.4 g, 143 mmol) in batches, stirred at room temperature for 24 h, ethanol was removed under reduced pressure, adjusted pH of the solution to be neutral with 1 N dilute hydrochloric acid and extracted with 200 mL of ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure, and the resulting 9.0 g of a crude solid was used directly in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09284315B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-18fea9da020544a79a7985eeb124ac16 |
| Source note | uspto-grants-2016_03 |