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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697333Generated: October 31, 2026

Ammonium formate → 3-[3-[[1-(2-Hydroxyphenyl)-1-methylethyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzoic acid methyl ester

https://huagongshe.com/reaction/1697333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant3-[5-Bromo-3-[[1-methyl-1-[2-(phenylmethoxy)phenyl]ethyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzoic acid methyl esterHCID 66689816—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product3-[3-[[1-(2-Hydroxyphenyl)-1-methylethyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzoic acid methyl esterHCID 66690148100.8%

Reaction Conditions

Temperature75 °C

Reaction Steps

To 3-[5-bromo-3-[[1-methyl-1-[2-(phenylmethoxy)phenyl]ethyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzoic acid, methyl ester (Example 220a, 2 g) in ethanol (50 mL) was added ammonium formate (3.14 g) and 10% Pd/C (0.378 g) and the reaction heated at 75° C. for 1 h. The reaction was filtered through celite and the filtrate concentrated in vacuo. The reaction mixture was diluted with water (250 mL) and extracted with dichloromethane (250 mL). The organic layer was dried (MgSO4), filtered and concentrated in vacuo to give the subtitle compound (1.410 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163905B2
Source datasetuspto-grants-2012_04
ORD IDord-eeaef9f8edca4dfa8643586b8ffa479a
Source noteuspto-grants-2012_04