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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1198461Generated: October 26, 2026

Sodium Methoxide → 2-Butyl-6-(2,2-dimethyl-1-oxopropyl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4(3H)-one

https://huagongshe.com/reaction/1198461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
ReactantPentanimidamide HydrochlorideHCID 11615174—
ReactantEthyl 1-(2,2-dimethyl-1-oxopropyl)-4-oxo-3-piperidinecarboxylateHCID 19102683—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
Product2-Butyl-6-(2,2-dimethyl-1-oxopropyl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4(3H)-oneHCID 13567497067.4%

Reaction Steps

A mixture of 1.3 g of ethyl 1-(2,2-dimethyl-1-oxopropyl)-4-oxo-3-piperidinecarboxylate and 0.75 g of valeramidine hydrochloride in 10 ml of anhydrous ethyl alcohol is treated with 5.3 ml of a 1M solution of sodium methoxide in methanol. The resulting mixture is stirred and heated at reflux for one hour. The reaction mixture is allowed to cool over 30 minutes then filtered. The filtrate is evaporated to a gummy residue and stirred with 40 ml of ether for 30 minutes, filtered and the cake washed with ether. The cake is dried at 56° C. under vacuum to afford 1.0 g of the desired product as a colorless solid, m.p. 167°-172° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05281602
Source datasetuspto-grants-1994_01
ORD IDord-b184e56a4caf4599a1d7f0c6a1db0177
Source noteuspto-grants-1994_01