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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516585Generated: October 27, 2026

Methanol → HCID 90408979, compound

https://huagongshe.com/reaction/516585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 4-amino-5-fluoro-6-(4-formylphenyl)-3-vinylpicolinateHCID 90408697—
Reactant(1E)-1-diazo-1-dimethoxyphosphorylpropan-2-oneHCID 136023029—
SolventDiethyl EtherHCID 3283—
ProductHCID 90408979HCID 9040897961.8%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09113629B2
Source datasetuspto-grants-2015_08
ORD IDord-f3c17f85d21f4434bf781536f01c5f40
Source noteuspto-grants-2015_08