HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethanolamine → (R)-2-Bromo-1-(6-methoxy-[1,5]-naphthyridin-4-yl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethanolamine | HCID 8113 | — |
| Reactant | Ethanone, 2-bromo-1-(6-methoxy-1,5-naphthyridin-4-yl)- | HCID 21948949 | — |
| Reactant | (+)-b-Chlorodiisopinocamphenylborane | HCID 91873398 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (R)-2-Bromo-1-(6-methoxy-[1,5]-naphthyridin-4-yl)ethanol | HCID 23400264 | 73% |
Reaction Steps
Bromomethyl-(6-methoxy-[1,5]-naphthyridin-4-yl)-ketone (6.6 g, 0.023 mol) in toluene was treated with (+)-B-chlorodiisopinocamphenylborane ((+)-DIP-chloride) (12 g, 0.037 mol) and stirred overnight, then diethanolamine (15 g, 0.14 mol) added and the mixture stirred for 3 hours, filtered and evaporated. Chromatography on silica gel (ethyl acetate-hexane) gave a white solid (4.73 g, 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07691850B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-a15e3a634802450793e83e08d02bbee7 |
| Source note | uspto-grants-2010_04 |