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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474714Generated: October 25, 2026

Methyl formate → methyl(2Z)-3-hydroxy-2-{[2-(trifluoromethyl)-5-pyrimidinyl]methyl}-2-propenoate

https://huagongshe.com/reaction/474714

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl formateHCID 7865—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 3-[2-(trifluoromethyl)-5-pyrimidinyl]propanoateHCID 21936211—
Solvent1,2-DimethoxyethaneHCID 8071—
Productmethyl(2Z)-3-hydroxy-2-{[2-(trifluoromethyl)-5-pyrimidinyl]methyl}-2-propenoateHCID 6795350882%

Reaction Steps

To a solution of NaH (360 mg, 9.00 mmol) in DME (20 mL) was added a solution of methyl formate (0.254 mL, 4.10 mmol) and methyl 3-[2-(trifluoromethyl)-5-pyrimidinyl]propanoate (800 mg, 3.42 mmol) in DME (20 mL) at 0° C. The mixture was stirred at room temperature overnight, and quenched with MeOH. Purification via reverse phase flash chromatography afforded the title compound (730 mg, 2.78 mmol, 82% yield) as yellow solid. LCMS: rt=2.03 min, [M+H+]=263.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-f1ff2c5bd4a04857acab803daf319a93
Source noteuspto-grants-2014_01