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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2065567Generated: October 26, 2026

Methanol → 5-[5-(4-Methoxy-phenyl)-pyrimidin-2-ylamino]-pyridine-2-carboxylic acid

https://huagongshe.com/reaction/2065567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
Reactant5-[5-(4-Methoxy-phenyl)-pyrimidin-2-ylamino]-pyridine-2-carboxylic acid methyl esterHCID 67365824—
SolventTetrahydrofuranHCID 8028—
Product5-[5-(4-Methoxy-phenyl)-pyrimidin-2-ylamino]-pyridine-2-carboxylic acidHCID 58171845—

Reaction Steps

To a suspension of 5-[5-(4-methoxy-phenyl)-pyrimidin-2-ylamino]pyridine-2-carboxylic acid methyl ester 4 (0.3 mmol) in THF:MeOH:H2O=3:2:1 (5 mL), is added 6M LiOH (1.8 mmol). The reaction mixture is stirred at it for 12 h. After this time the solvent is removed under vacuum, the residue is diluted with H2O (6 mL) and the pH neutralized with 6M HCl. The solid that precipitates out is collected, washed with water and dried in a vacuum oven for 12 h to afford 5-[5-(4-methoxy-phenyl)-pyrimidin-2-ylamino]-pyridine-2-carboxylic acid 5 as a yellow solid, which is used in the next step without further purification. MS (m/z) (M+1)+: 323.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288540B2
Source datasetuspto-grants-2012_10
ORD IDord-2ec2a6d84e524ac89e4be6d6f14adedf
Source noteuspto-grants-2012_10