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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470304Generated: November 1, 2026

Water → 4-(benzyloxy)-2-(1H-pyrazol-1-yl)pyrimidine-5-carboxylic acid

https://huagongshe.com/reaction/1470304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium HydroxideHCID 14797—
ReactantBenzyl 4-(benzyloxy)-2-(1H-pyrazol-1-yl)pyrimidine-5-carboxylateHCID 67459462—
SolventEthanolHCID 702—
Product4-(benzyloxy)-2-(1H-pyrazol-1-yl)pyrimidine-5-carboxylic acidHCID 6745948313%

Reaction Steps

To a solution of benzyl 4-(benzyloxy)-2-(1H-pyrazol-1-yl)pyrimidine-5-carboxylate, 2-d, (2 g crude) in EtOH(20 ml)/THF (20 ml)/water (20 ml) was added KOH (0.87 g, 15.5 mmol). The mixture was stirred at room temperature for 12 hours. The mixture was then concentrated under vacuum and the residue was diluted with water and basified to pH=2 with HCl followed by extraction with ethyl acetate. The organic layer was brine washed, dried over sodium sulfate and concentrated under vacuum. The residue was purified on a silica gel column with the eluent of petroleum ether/ethyl acetate=7/1 to afford the compound 2-e (200 mg, 13%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006433B2
Source datasetuspto-grants-2015_04
ORD IDord-ac54a65de9b4495aa376192c53b5c98a
Source noteuspto-grants-2015_04