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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38403Generated: October 29, 2026

Water → 5-(4-Amino-2-ethylamino-pyrimidin-5-yloxy)-4-isopropyl-2-methoxy-benzonitrile

https://huagongshe.com/reaction/38403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHCID 59598707HCID 59598707—
ReactantHCID 178418546HCID 178418546—
SolventDimethylformamideHCID 6228—
Product5-(4-Amino-2-ethylamino-pyrimidin-5-yloxy)-4-isopropyl-2-methoxy-benzonitrileHCID 5959857171%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of N2-Ethyl-5-(5-iodo-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine (1.65 g, 4.12 mmol) in anhydrous DMF (10 ml) was added CuCN, and the reaction mixture was heated to 120° C. for 3 hrs. The reaction mixture was poured into water (200 ml) and the insoluble portion was collected by filtration. The solid was triturated with 10% MeOH/methylene chloride/0.1% NH4OH solution (100 ml) and filtered again. The filtrate was concentrated and flash chromatographed on silica (3% MeOH in methylene chloride with 0.1% NH4OH) to give 5-(4-Amino-2-ethylamino-pyrimidin-5-yloxy)-4-isopropyl-2-methoxy-benzonitrile (0.87 g, 71%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524725B2
Source datasetuspto-grants-2013_09
ORD IDord-e8f8d6a3da55492fbfae62659ca3f31a
Source noteuspto-grants-2013_09