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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1828432Generated: November 3, 2026

Dimethylformamide → tert-Butyl (E)-3-{2-hydroxy-8-[(4-isopropyl-1,3-thiazol-2-yl)methoxy]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl}-2-propenoate

https://huagongshe.com/reaction/1828432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactanttert-Butyl (triphenylphosphoranylidene) acetateHCID 256127—
Reactant2-Hydroxy-8-[(4-isopropyl-1,3-thiazol-2-yl)methoxy]-4-oxo-4 H-pyrido[1,2-a]-pyrimidine-3-carbaldehydeHCID 135724429—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl (E)-3-{2-hydroxy-8-[(4-isopropyl-1,3-thiazol-2-yl)methoxy]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl}-2-propenoateHCID 13634771962.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

2-Hydroxy-8-[(4-isopropyl-1,3-thiazol-2-yl)methoxy]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-carbaldehyde (45 mg, 0.13 mmol) dissolved in tetrahydrofuran (2 ml) and dimethylformamide (1 ml) was added with (tert-butoxycarbonylmethylene)triphenyl-phosphorane (60 mg, 0.16 mmol) and refluxed by heating at 100° C. for 2 hours. The reaction solution was returned to room temperature and concentrated under reduced pressure, and the residue was purified by thin layer silica gel chromatography (chloroform:methanol=20:1) to obtain 36 mg (62%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07056917B2
Source datasetuspto-grants-2006_06
ORD IDord-3bcf1357faca44ca90a8bfecd44121cc
Source noteuspto-grants-2006_06