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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070763Generated: November 3, 2026

Ammonium formate → N-cyclopropyl-3-fluoro-5-[3-[[1-(2-hydroxyphenyl)-1-methylethyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzamide

https://huagongshe.com/reaction/2070763

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant3-[5-Bromo-3-[[1-methyl-1-[2-(phenylmethoxy)phenyl]ethyl]amino]-2-oxo-1(2H)-pyrazinyl]-N-cyclopropyl-5-fluoro-4-methyl-benzamideHCID 66688706—
CatalystPalladiumHCID 23938—
ProductN-cyclopropyl-3-fluoro-5-[3-[[1-(2-hydroxyphenyl)-1-methylethyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzamideHCID 6668908099.8%

Reaction Conditions

Temperature75 °C

Reaction Steps

To 3-[5-bromo-3-[[1-methyl-1-[2-(phenylmethoxy)phenyl]ethyl]amino]-2-oxo-1(2H)-pyrazinyl]-N-cyclopropyl-5-fluoro-4-methyl-benzamide (Example 2521, 9.84 g) was added 10% Pd/C (1.729 g) and ammonium formate (14.35 g). The reaction was heated at 75° C. for 2 h then filtered through celite and washed with ethanol. The filtrate was collected and the volatiles removed in vacuo and the resulting crude product was taken up in dichloromethane and washed with water. The organic layer dried (MgSO4) and the solvent removed in vacuo and the residue triturated with diethyl ether to afford subtitle product (7.08 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299246B2
Source datasetuspto-grants-2012_10
ORD IDord-de59dd54c2ab44909d2e08a0ac2d33fa
Source noteuspto-grants-2012_10