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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697373Generated: November 2, 2026

Ammonium formate → 3-[3-[[1-(5-fluoro-2-hydroxyphenyl)cyclopropyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzoic acid methyl ester

https://huagongshe.com/reaction/1697373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant3-[5-bromo-3-[[1-[5-fluoro-2-(phenylmethoxy)phenyl]cyclopropyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzoic acid, methyl esterHCID 66690513—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product3-[3-[[1-(5-fluoro-2-hydroxyphenyl)cyclopropyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzoic acid methyl esterHCID 6669055860.6%

Reaction Conditions

Temperature75 °C

Reaction Steps

To 3-[5-bromo-3-[[1-[5-fluoro-2-(phenylmethoxy)phenyl]cyclopropyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzoic acid, methyl ester (Example 278b, 2.8 g) in ethanol (200 mL) was added ammonium formate (5.0 g) and 10% Pd/C (1.0 g). The reaction was heated at 75° C. for 1 h, filtered through celite washing the celite with warm ethanol (100 mL) followed by dichloromethane (2000 mL). The combined filtrates were evaporated, diluted with dichloromethane (1000 mL) and washed with water, dried (MgSO4) and evaporated to give the subtitle compound (1.2 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163905B2
Source datasetuspto-grants-2012_04
ORD IDord-9ba370a06d834d97bbd833aa0bca7eac
Source noteuspto-grants-2012_04