HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 90408979, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 4-amino-5-fluoro-6-(4-formylphenyl)-3-vinylpicolinate | HCID 90408697 | — |
| Reactant | (1E)-1-diazo-1-dimethoxyphosphorylpropan-2-one | HCID 136023029 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 90408979 | HCID 90408979 | 61.8% |
Reaction Steps
To a 20 mL reaction vial was added methyl 4-amino-5-fluoro-6-(4-formylphenyl)-3-vinylpicolinate (0.41 g, 1.365 mmol), potassium carbonate (0.377 g, 2.73 mmol) and MeOH (10 mL). Dimethyl(1-diazo-2-oxopropyl)phosphonate (0.315 g, 1.638 mmol) was added in one portion. After stirring for 4 h, the reaction mixture was diluted with Et2O (50 mL) and washed with a 5% solution of NaHCO3 (25 mL) The organic layer was dried over MgSO4 (5 g), filtered, and concentrated on a rotary evaporator. The resulting reside was purified using a Teledyne ISCO purification system with a gradient eluent system of CH2Cl2 and EtOAc to yield the title compound as a white solid (250 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09113629B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-f3c17f85d21f4434bf781536f01c5f40 |
| Source note | uspto-grants-2015_08 |