Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1045658Generated: October 30, 2026

Triethylamine → HCID 25007488, compound

https://huagongshe.com/reaction/1045658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Chloro-3-methyl-6-(pyrimidin-4-YL)pyrimidin-4-oneHCID 17954460—
ReactantHCID 86634397HCID 86634397—
SolventTetrahydrofuranHCID 8028—
ProductHCID 25007488HCID 2500748885%

Reaction Steps

A solution of 2-chloro-3-methyl-6-(pyrimidin-4-yl)-3H-pyrimidin-4-one (0.26 g, 1.17 mmol), (4aRS,10bSR)-cis-3,4,4a,5,6,10b-hexahydro-2H-naphtho[1,2-b][1,4]oxazine hydrochloride (0.4 g, 1.77 mmol) and triethylamine (1.2 g, 11.4 mmol) in tetrahydrofuran (20 ml) was stirred for 48 hours at 100° C. The solution was partitioned between water and chloroform, and the organic layer was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent; 5-10% methanol in chloroform) to afford 2-((4aRS,10bSR)-cis-2,3,4a,5,6,10b-hexahydro-naphtho[1,2-b][1,4]oxazin-4-yl)-1-methyl-1H-[4,4′]bipyrimidinyl-6-one (0.37 g, 85%) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569294B2
Source datasetuspto-grants-2013_10
ORD IDord-dfed3ffb7ad84e4fb2aea3425eda4223
Source noteuspto-grants-2013_10