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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 28629Generated: October 26, 2026

1-Propanol → 4-(5-Bromo-2-propoxy-phenyl)-6-chloro-pyrimidin-2-ylamine

https://huagongshe.com/reaction/28629

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PropanolHCID 1031—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant2-(2-Amino-6-chloro-pyrimidin-4-yl)-4-bromo-phenolHCID 136080012—
SolventTetrahydrofuranHCID 8028—
Product4-(5-Bromo-2-propoxy-phenyl)-6-chloro-pyrimidin-2-ylamineHCID 8600437452.5%

Reaction Steps

To the stirred solution of 2-(2-amino-6-chloro-pyrimidin-4-yl)-4-bromo-phenol (0.060 g, 0.20 mmol), 1-propanol (0.036 g, 0.60 mmol), and triphenylphosphine (0.157 g, 0.60 mmol) in tetrahydrofuran (5.0 ml) was added diethyl azodicarboxylate (0.104 g, 0.60 mmol). After stirring for 16 hours, the mixture was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:6) to provide 4-(5-bromo-2-propoxy-phenyl)-6-chloro-pyrimidin-2-ylamine (0.036 g, 52% yield) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07419984B2
Source datasetuspto-grants-2008_09
ORD IDord-83dda32384ec47fbba0a02bb6e16db17
Source noteuspto-grants-2008_09