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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1198463Generated: October 25, 2026

Sodium Methoxide → 6-Acetyl-2-butyl-5,6,7,8-tetrahydro-pyrido-[4,3-d]pyrimidin-4(3H)-one

https://huagongshe.com/reaction/1198463

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
ReactantPentanimidamide HydrochlorideHCID 11615174—
ReactantEthyl 1-acetyl-4-oxo-3-piperidinecarboxylateHCID 12445847—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
Product6-Acetyl-2-butyl-5,6,7,8-tetrahydro-pyrido-[4,3-d]pyrimidin-4(3H)-oneHCID 13601403496.9%

Reaction Steps

A mixture of 1.5 g of ethyl 1-acetyl-4-oxo-3-piperidinecarboxylate and 1.0 g of valeramidine hydrochloride in 15 ml of anhydrous ethyl alcohol is treated with 7.5 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 colorless syrup which is stirred with 50 ml of ether for 2 hours then filtered. The tacky cake is dried under high vacuum at 56° C. to afford 1.7 g of the desired product, m.p. 106°-113° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05281602
Source datasetuspto-grants-1994_01
ORD IDord-2c365a98f2c74fdbbaf1488ebff5bce4
Source noteuspto-grants-1994_01