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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1989961Generated: October 25, 2026

Ammonium formate → 3-(Benzyloxy)-5-hydroxy-N-(1-methyl-1H-pyrazol-3-yl)benzamide

https://huagongshe.com/reaction/1989961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
ReactantN-(1-methyl-1H-pyrazol-3-yl)-3,5-bis[(phenylmethyl)oxy]benzamideHCID 53629651—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product3-(Benzyloxy)-5-hydroxy-N-(1-methyl-1H-pyrazol-3-yl)benzamideHCID 5912711948.3%

Reaction Conditions

Temperature140 °C

Reaction Steps

A suspension of N-(1-methyl-1H-pyrazol-3-yl)-3,5-bis[(phenylmethyl)oxy]benzamide (1.0 g, 2.42 mmol) was dissolved in ethanol (12 mL) and ammonium formate (229 mg, 3.63 mmol) was added in one portion. The reaction was blanketed with argon and 10% palladium on activated carbon (10 mg) was added. This mixture was heated to 140° C. for 5 minutes in a Smith Creator microwave. The catalyst was filtered off and the volatiles removed in vacuo, the residue was chromatographed on silica, eluting with a gradient of 30-100% ethyl acetate in iso-hexane, to give the title compound as a white solid (378 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642263B2
Source datasetuspto-grants-2010_01
ORD IDord-1bbaceb4cd754a298e7c7b8b4e042fed
Source noteuspto-grants-2010_01