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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1653653Generated: November 1, 2026

Potassium Carbonate → Methyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-aminopicolinate

https://huagongshe.com/reaction/1653653

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4,6-Dimethoxy-2-(methylsulfonyl)pyrimidineHCID 838363—
ReactantHCID 15239995HCID 15239995—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-aminopicolinateHCID 1523997481.3%

Reaction Steps

A DMF suspension (50 ml) of 3.0 g (17.8 mmol) of methyl 6-amino-3-hydroxypicolinate, 3.9 g (17.8 mmol) of 2-methylsulfonyl-4,6-dimethoxypyrimidine and 1.23 g (8.9 mmol) of potassium carbonate in a 100 ml round bottomed flask, was stirred at 80° C. for 4 hours. The reaction mixture was poured into ice water and extracted with dichloromethane. The organic layer was washed with water, dried, concentrated and purified by silica gel chromatography (n-hexane/AcOEt=1/1+0.1 MeOH) to obtain 4.43 g (yield: 81.3%) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05403816
Source datasetuspto-grants-1995_04
ORD IDord-ffffbb1b42554fd7a349878bd76f0b9a
Source noteuspto-grants-1995_04