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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277292Generated: November 1, 2026

Propionitrile → tert-butyl ((2S)-1-((4-(benzyloxy)-5-nitropyrimidin-2-yl)oxy)propan-2-yl)carbamate

https://huagongshe.com/reaction/2277292

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropionitrileHCID 7854—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant1,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamateHCID 7023103—
Reactant4-(Benzyloxy)-2-chloro-5-nitropyrimidineHCID 86731374—
SolventWaterHCID 962—
Producttert-butyl ((2S)-1-((4-(benzyloxy)-5-nitropyrimidin-2-yl)oxy)propan-2-yl)carbamateHCID 8673137516.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 4-(benzyloxy)-2-chloro-5-nitropyrimidine (670 mg), tert-butyl ((2S)-1-hydroxypropan-2-yl)carbamate (530 mg), potassium phosphate (642 mg) and propionitrile (10 mL) was stirred at 50° C. for 1 hr, and then at 100° C. for 5 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The combined organic layer were washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (170 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133129B2
Source datasetuspto-grants-2015_09
ORD IDord-4a56d5ca7e784656be327c9022d87d26
Source noteuspto-grants-2015_09