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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094500Generated: November 1, 2026

2-Amino-4,6-dichloropyrimidine → 6-(2-Amino-6-chloro-pyrimidin-4-yloxy)-naphthalene-1-carboxylic acid

https://huagongshe.com/reaction/1094500

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
Reactant6-Hydroxy-1-naphthoic acidHCID 5463800—
SolventAcetoneHCID 180—
SolventSodium HydroxideHCID 14798—
Product6-(2-Amino-6-chloro-pyrimidin-4-yloxy)-naphthalene-1-carboxylic acidHCID 86625276—

Reaction Conditions

Temperature62 °C

Reaction Steps

A suspension of 6.56 g (40 mMol) 2-amino-4,6-dichloropyrimidine and 7.52 g (40 mMol) 6-hydroxy-1-naphthoic acid in 160 ml acetone and 80 ml 1 N aqueous NaOH is heated to 62° C. for 36 h. The mixture is cooled to rt, partially concentrated in vacuo and the residue poured into 1.6 l icewater. Under vigorous stirring, 20 ml 2 N HCl are added dropwise (pH≈4). After stirring the suspension for 30 min, the title compound is filtered off and washed with water; HPLC: tRet=12.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133886B2
Source datasetuspto-grants-2012_03
ORD IDord-1c0652ad36a14595ab72e683ad50d711
Source noteuspto-grants-2012_03