HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Methoxide → HCID 178467322, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 3-(3-Oxo-butyrylamino)-pyrazine-2-carboxylic acid methyl ester | HCID 58114919 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178467322 | HCID 178467322 | 77.8% |
Reaction Steps
3-(3-Oxo-butyrylamino)-pyrazine-2-carboxylic acid methyl ester (Example 6.1) (15 g) in methanol (80 ml) was added to a suspension of sodium methoxide (7.2 g) in methanol (80 ml). The suspension was heated to reflux for 2 hours and then stored for 16 hours at ambient temperature. The mixture was filtered and the filtrate was acidified to pH 1 by addition of concentrated hydrochloric acid (36% by weight in water) and then filtered again. The solid was washed with water and then diethyl ether to give 1-(6,8-dihydroxy-pyrido[2,3-b]pyrazin-7-yl)-ethanone (10.1 g). 1H-NMR (400 MHz, d6-DMSO): 2.70 (s, 3H), 8.60 (d, 1H), 8.71 (d, 1H), 12.2 (s, 1H), 16.25 (s, 1H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653078B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-8e26486ec90d4f1694998fc5167c62ef |
| Source note | uspto-grants-2014_02 |