Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169237Generated: October 29, 2026

Methanol → 9-benzyloxy-2-isopropyl-6-(3-phenyl-pyridin-2-ylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

https://huagongshe.com/reaction/2169237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriphenylphosphineHCID 11776—
ReactantHCID 178457454HCID 178457454—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product9-benzyloxy-2-isopropyl-6-(3-phenyl-pyridin-2-ylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dioneHCID 8672588635.23%

Reaction Steps

To a stirred solution of 5-benzyloxy-6-hydroxy-2-(3-phenyl-pyridin-2-ylmethyl)-pyrimidine-4-carboxylic acid (2-hydroxyethyl)-isopropylamide (166) in tetrahydrofuran (20 mL) were added triphenyl phosphine (66 mg, 0.25 mL) and DTAD (58 mg, 0.25 mmol) at room temperature. A yellow clear solution was formed, which was sonicated for 20 min. It was stirred at room temperature for 24 h. Silica thin layer chromatography was performed (5% methanol in dichloromethane, Rf=0.2). The mixture was concentrated under reduced pressure to get a crude product, which was purified by a preparative thin layer chromatography plate (mobile phase 5% methanol in dichloromethane) to get pure 9-benzyloxy-2-isopropyl-6-(3-phenyl-pyridin-2-ylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (167) (17 mg, 35.23%) as a yellow sticky solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045486B2
Source datasetuspto-grants-2015_06
ORD IDord-b99120fec9cb4a478468e1be5b38ab56
Source noteuspto-grants-2015_06