HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium methanolate methanol → HCID 178493183, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium methanolate methanol | HCID 23694274 | — |
| Reactant | HCID 178432814 | HCID 178432814 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178493183 | HCID 178493183 | 87% |
Reaction Conditions
| Temperature | 105 °C |
|---|
Reaction Steps
The compound 21 (75.2 g, 222 mmol) and copper (I) iodide (21.1 g, 111 mmol) were dissolved in dimethylformamide (750 ml), a 28% sodium methoxide-methanol solution (216 ml, 888 mmol) was added, and the mixture was stirred at 105° C. for 100 minutes. After cooling, ice-water (800 ml) was added, and unnecessary matters were filtered. To the solution was added 2 M hydrochloric acid (443 ml), and crystals were collected by filtration. N-(4-fluorobenzyl)-4-hydroxy-5-methoxy-6-methylnicotinamide 22 (56.0 g, 87%) was obtained as a colorless crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188271B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-cfb4e5c38f7f4bce8488af00969de53f |
| Source note | uspto-grants-2012_05 |