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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2219044Generated: October 31, 2026

4-Fluorobenzylamine → N-[(4-fluorophenyl)methyl]-3-hydroxy-4-oxo-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidine-2-carboxamide

https://huagongshe.com/reaction/2219044

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-FluorobenzylamineHCID 67326—
Reactantmethyl 3-hydroxy-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-2-carboxylateHCID 59771070—
SolventMethanolHCID 887—
ProductN-[(4-fluorophenyl)methyl]-3-hydroxy-4-oxo-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidine-2-carboxamideHCID 54688265—

Reaction Conditions

Temperature65 °C

Reaction Steps

A solution of methyl 3-hydroxy-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-2-carboxylate obtained in Step 3b or Step 5a and 4-fluoro-benzylamine (2 eq.) in methanol was stirred and heated to 65° C. for 22 h. The solvent was removed under reduced pressure and the title product was obtained by preparative RP-HPLC, using water (0.1% TFA) and acetonitrile (0.1% TFA) as eluents (column: C18). The pooled product fractions were lyophilized to afford the title compound as a fluffy white material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07414045B2
Source datasetuspto-grants-2008_08
ORD IDord-36f3351428734d62b28bd12facab1941
Source noteuspto-grants-2008_08