Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 884540Generated: October 26, 2026

Sodium ethoxide → 7-Benzyl-8-methyl-3,5,6,8-tetrahydropyrido[3,4-d]pyrimidin-4-one

https://huagongshe.com/reaction/884540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
ReactantMethanimidamide, hydrochloride (1:1)HCID 10313058—
ReactantMethyl 1-benzyl-2-methyl-3-oxopiperidine-4-carboxylateHCID 67423405—
SolventEthanolHCID 702—
Product7-Benzyl-8-methyl-3,5,6,8-tetrahydropyrido[3,4-d]pyrimidin-4-oneHCID 136158784—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 1-benzyl-2-methyl-3-oxo-piperidine-4-carboxylic acid methyl ester (1.0 g, 3.9 mmol), formamidine hydrochloride (930 mg, 11.6 mmol), and EtOH (6 mL) is treated with NaOEt solution (5.5 mL, 13.57 mmol, 21% w/w in EtOH) and the reaction is stirred at 90° C. for 2 h. Reaction is concentrated in vacuo after adjusting to pH 6. Residue is via semi-prep HPLC (C18; 10-100% I/H2O with 0.1% NH4OH) to give the title compound. MS (ESI) m/z 256.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242125B2
Source datasetuspto-grants-2012_08
ORD IDord-871f0cc94b8040cf8b2f841d640755ea
Source noteuspto-grants-2012_08