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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1653638Generated: October 25, 2026

Dimethylformamide → Methyl 6-(2-butenylamino)-3-[(4,6-dimethoxypyrimidin-2-yl)oxy]picolinate

https://huagongshe.com/reaction/1653638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Butene, 1-bromo-HCID 122414—
ReactantMethyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-aminopicolinateHCID 15239974—
SolventWaterHCID 962—
ProductMethyl 6-(2-butenylamino)-3-[(4,6-dimethoxypyrimidin-2-yl)oxy]picolinateHCID 5423940336.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

3.0 g (9.8 mmol) of methyl 6-amino-3-[(4,6-dimethoxypyrimidin-2-yl)oxy]picolinate, 1.5 g (10.8 mmol) of 2-butenyl bromide and 1.6 g (11.8 mmol) of potassium carbonate were added to 10 ml of DMF, and the mixture was stirred at 100° C. for one hour. After completion of the reaction, the reaction mixture was poured into water, then extracted with ethyl acetate, dried and concentrated. Then, the obtained residue was purified by column chromatography and crystallized to obtain a solid, which was washed with diisopropyl ether to obtain the desired product as colorless prism crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05403816
Source datasetuspto-grants-1995_04
ORD IDord-ef863ee8d60d4f1bb065c2d1e357b5a2
Source noteuspto-grants-1995_04