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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38355Generated: October 29, 2026

Water → 5-(2,4-Diamino-pyrimidin-5-yloxy)-4-isopropyl-2-methoxy-benzonitrile

https://huagongshe.com/reaction/38355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant5-(5-Iodo-2-isopropyl-4-methoxyphenoxy)pyrimidine-2,4-diamineHCID 15953802—
ReactantHCID 178418546HCID 178418546—
SolventDimethylformamideHCID 6228—
Product5-(2,4-Diamino-pyrimidin-5-yloxy)-4-isopropyl-2-methoxy-benzonitrileHCID 4457369144%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 5-(5-iodo-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine (0.37 g, 0.925 mmol) and CuCN (0.12 g, 1.39 mmol) in DMF (5 ml) was heated at 120° C. for 3 hours. Water (100 ml) was added, and the precipitate was collected. The residue was triturated with methanolic dichloromethane (10% CH3OH in CH2Cl2 with 0.1% NH4OH) to release the product from its copper complex and filtered. The filtrate was concentrated and purified via flash chromatography (3% CH3OH in CH2Cl2 with 0.1% NH4OH) to give 5-(2,4-diamino-pyrimidin-5-yloxy)-4-isopropyl-2-methoxy-benzonitrile as white solid (0.12 g, 44%): M+H 300.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524725B2
Source datasetuspto-grants-2013_09
ORD IDord-562674134ca14bbf8e950201487e8c13
Source noteuspto-grants-2013_09