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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337091Generated: October 28, 2026

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

https://huagongshe.com/reaction/337091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant3-[5-bromo-2-oxo-3-[[1-[2-(phenylmethoxy)phenyl]cyclopropyl]amino]-1(2H)-pyrazinyl]-5-fluoro-4-methyl-benzoic acid, methyl esterHCID 86661588—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product3-fluoro-5-[3-[[1-(2-hydroxyphenyl)cyclopropyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzoic acid methyl esterHCID 6668989494.6%

Reaction Conditions

Temperature75 °C

Reaction Steps

To 3-[5-bromo-2-oxo-3-[[1-[2-(phenylmethoxy)phenyl]cyclopropyl]amino]-1(2H)-pyrazinyl]-5-fluoro-4-methyl-benzoic acid, methyl ester (Example 259a, 9.2 g) in ethanol (400 mL) was added ammonium formate (14.04 g) and 10% Pd/C (1.693 g). The reaction was heated at 75° C. for 1 h, filtered through celite washing the celite with further warm ethanol (100 mL) followed by dichloromethane (2000 mL) and the combined filtrates were evaporated, diluted with dichloromethane (1000 mL) and washed with water, dried (MgSO4) and evaporated to give the subtitle compound (6.16 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889692B2
Source datasetuspto-grants-2014_11
ORD IDord-49b4341036154bbc90a5b24564a8766a
Source noteuspto-grants-2014_11