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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1352688Generated: November 3, 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/1352688

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-chloropyrimidin4-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 numberUS07220753B2
Source datasetuspto-grants-2007_05
ORD IDord-5e181a8716194a1991c813be5f63ea62
Source noteuspto-grants-2007_05