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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 550277Generated: October 30, 2026

Dimethylformamide → Methyl 6-morpholinonicotinate

https://huagongshe.com/reaction/550277

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMorpholineHCID 8083—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 6-chloropyridine-3-carboxylateHCID 254249—
SolventWaterHCID 962—
ProductMethyl 6-morpholinonicotinateHCID 277646671%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of methyl 6-chloronicotinate (1.02 g, 5.93 mmol), morpholine (0.57 ml, 6.52 mmol), potassium carbonate (1.06 g, 7.71 mmol) and DMF (20 ml) was stirred at 100° C. for 6 hrs. The reaction mixture was cooled to room temperature, water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried (over anhydrous MgSO4), and concentrated under reduced pressure. The obtained solid was collected by filtration and washed with diisopropy ether to give the title compound (0.93 g, 71%) as a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943770B2
Source datasetuspto-grants-2011_05
ORD IDord-539fd1eee098444a86bc1cbb26602466
Source noteuspto-grants-2011_05