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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1977038Generated: November 2, 2026

HCID 20654285, compound → (7RS,9aSR)-7-Phenoxymethyl-2-(pyrimidin-4-yl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine

https://huagongshe.com/reaction/1977038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 20654285HCID 20654285—
ReactantHCID 178418361HCID 178418361—
CatalystHydrochloric AcidHCID 313—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(7RS,9aSR)-7-Phenoxymethyl-2-(pyrimidin-4-yl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazineHCID 2065428120.1%

Reaction Steps

A mixture of 0.110 g (0.307 mmol) of (7RS,9aSR)-7-phenoxymethyl-2-(2-chloropyrimidin-4-yl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine (Example 29), 20 mg of 10% Pd/C, and several drops of conc. hydrochloric acid in 30 mL of ethanol were shaken under 50 psi of hydrogen gas at room temperature for 6 h. The mixture was filtered through Celite and the filtrate was evaportated. The residue was basified with conc. ammonium hydroxide, extracted with chloroform, dried (magnesium sulfate), filtered and evaporated. Purification by flash silica gel chromatography with a solvent gradient from 100% chloroform to 95:5 chloroform:methanol gave 0.020 g (20%) of the title compound. mp (—HCl) >265° C. (dec). HRMS calc for C19H24N4O: 324.1945, found: 324.1970.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06231833B1
Source datasetuspto-grants-2001_05
ORD IDord-6ca70c83cceb4806beeb704a71bd1700
Source noteuspto-grants-2001_05