Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926879Generated: November 1, 2026

Acrylonitrile → 5-(4-Methoxyphenyl)-6-phenyl-N-{3-[2-cyanoethoxy]propyl}furo[2,3-d]pyrimidine-4-amine

https://huagongshe.com/reaction/1926879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylonitrileHCID 7855—
ReactantSodium ethoxideHCID 2723922—
Reactant3-{[5-(4-Methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}propan-1-olHCID 58016823—
SolventDimethyl SulfoxideHCID 679—
Product5-(4-Methoxyphenyl)-6-phenyl-N-{3-[2-cyanoethoxy]propyl}furo[2,3-d]pyrimidine-4-amineHCID 58016879—

Reaction Conditions

Temperature80 °C

Reaction Steps

Add 47 mg (0.89 mmol) acrylonitrile and 57 mg (0.83 mmol) sodium ethylate to 300 mg (0.80 mmol) of the compound from Stage 1. Stir the mixture overnight at 80° C. After cooling, take up the mixture in DMSO and purify directly by RP-HPLC (column: Gromsil 250 mm×30 mm, 10 μm; acetonitrile/water gradient: 0-3 min 5% acetonitrile, 3-50 min 5%→98% acetonitrile, 50-55 min 98% acetonitrile). 160 mg (47% of theor.) of the title compound is obtained as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183246B2
Source datasetuspto-grants-2012_05
ORD IDord-8ed139b7c6bc4bf797d30a72ed8a48b3
Source noteuspto-grants-2012_05