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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81819Generated: October 30, 2026

Hydrochloric Acid → HCID 57329112, compound

https://huagongshe.com/reaction/81819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant5-(4-Amino-2-ethylamino-pyrimidin-5-yloxy)-4-isopropyl-2-methoxy-benzonitrileHCID 59598571—
SolventWaterHCID 962—
SolventWater ethanolHCID 19096565—
ProductHCID 57329112HCID 5732911227.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 5-(4-Amino-2-ethylamino-pyrimidin-5-yloxy)-4-isopropyl-2-methoxy-benzonitrile (0.3 g, 0.92 mmol) in EtOH/H2O (1:1, 10 ml) was added a solution of NaOH (0.37 g, 9.17 mmol) in H2O (1 ml). The reaction mixture was heated at 100° C. for 24 hrs and neutralized with 3N HCl. Ethanol was removed in vacuo and the remaining aqueous solution was extracted into methylene chloride. The combined extract was washed with water, dried over Na2SO4, filtered and concentrated. Flash chromatography on silica gel (3 to 8% EtOAc in Hexanes) gave 5-(4-Amino-2-ethylamino-pyrimidin-5-yloxy)-4-isopropyl-2-methoxy-benzamide (0.086 g, 27%) as a white solid. (M+H)=346.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846705B2
Source datasetuspto-grants-2014_09
ORD IDord-c637dc8cdbad4f768ed1eae35d0afec5
Source noteuspto-grants-2014_09