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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428092Generated: October 29, 2026

Diisopropylethylamine → N-{4-[2-Amino-5-(3,4-dimethoxyphenyl)pyridin-3-yl]phenyl}-1-ethyl-4-oxo-5-phenyl-1,4-dihydropyridine-3-carboxamide

https://huagongshe.com/reaction/1428092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Ethyl-4-oxo-5-phenyl-1,4-dihydropyridine-3-carboxylic acidHCID 12624227—
Reactant(1-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphateHCID 75951468—
ReactantHCID 86700031HCID 86700031—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-{4-[2-Amino-5-(3,4-dimethoxyphenyl)pyridin-3-yl]phenyl}-1-ethyl-4-oxo-5-phenyl-1,4-dihydropyridine-3-carboxamideHCID 8670004274.2%

Reaction Steps

DIPEA (601 μl) was added to a solution of 1-ethyl-4-oxo-5-phenyl-1,4-dihydropyridine-3-carboxylic acid (420 mg) and COMU (961 mg) in DMF (5.0 ml) at room temperature, and the mixture was stirred for 20 minutes. The compound obtained in Step 2 of Example 1 (610 mg) was added at room temperature. The mixture was stirred for 15 hours, followed by the addition of water. The organic layer was extracted with ethyl acetate, and then washed with water and brine and dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography [chloroform:methanol=300:1->60:1 (v/v)] to give 700 mg of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933103B2
Source datasetuspto-grants-2015_01
ORD IDord-98f9aa1bc1d341618a4de461f97c2d41
Source noteuspto-grants-2015_01