HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitromethane → HCID 67288650, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitromethane | HCID 6375 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Reactant | 2-Methoxy-6-(trifluoromethyl)-3-pyridinecarboxaldehyde | HCID 58259480 | — |
| Product | HCID 67288650 | HCID 67288650 | 53.3% |
Reaction Steps
2-methoxy-6-(trifluoromethyl)nicotinaldehyde (300 mg, 1.46 mmol) (Example 139, Step A) was treated with nitromethane (790 μl, 14.6 mmol) at ambient temperature. Solid methylamine hydrochloride (77.0 mg, 1.14 mmol) and sodium acetate (93.6 mg, 1.14 mmol) were added and the colorless reaction mixture was stirred rapidly at ambient temperature for 14 hours. The reaction mixture was applied directly to silica gel and eluted with 2 to 20% ethyl acetate-hexanes to provide the desired compound (193 mg, 0.778 mmol, 53.2% yield) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785445B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-9df7b7532309447e84c030998055c833 |
| Source note | uspto-grants-2014_07 |