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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8716Generated: October 26, 2026

Ammonium formate → 4-(Morpholin-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine

https://huagongshe.com/reaction/8716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant7-Benzyl-4-(morpholin-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidineHCID 21983634—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product4-(Morpholin-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidineHCID 2198362069.3%

Reaction Steps

7-Benzyl-4-morpholin-4-yl-5,6,7,8-tetrahydro-pyrido[3,4-d]pyrimidine 5a (0.55 g, 1.77 mmol) was dissolved in methanol (35 mL) under nitrogen. 10% Pd/C (0.55 g) was added under nitrogen followed by ammonium formate (1.12 g, 17.72 mmol) and the mixture was heated to reflux for 12 h. The catalyst was removed by filtration, washed with MeOH and the filtrate was concentrated. Flash column chromatography eluting with 5% MeOH/CH2Cl2 containing 0.5% of NH4OH gave 0.27 g of 4-morpholin-4-yl-5,6,7,8-tetrahydro-pyrido[3,4-d]pyrimidine 6a as a pale yellow dense liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091200B2
Source datasetuspto-grants-2006_08
ORD IDord-4369f92349b7406ebd1712953537ed2e
Source noteuspto-grants-2006_08