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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576814Generated: November 1, 2026

Pyridine → HCID 53477163, compound

https://huagongshe.com/reaction/576814

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantN-methylpyridazin-3-amineHCID 19831906—
ReactantDichloromethane methanolHCID 21226129—
Reactant2-Cyclopropyl-4-methylpyrimidine-5-carboxylic acidHCID 22308493—
SolventDichloromethaneHCID 6344—
ProductHCID 53477163HCID 5347716339%

Reaction Steps

2-Cyclopropyl-4-methyl-pyrimidine-5-carboxylic acid (200 mg, 1.12 mmol) was dissolved in anhydrous dichloromethane (20 ml). 4-N,N-Dimethylaminopyridine (23 mg, 0.2 mmol) and N,N-diisopropyl carbodiimide (0.17 ml, 1.12 mmol) were sequentially added and the reaction mixture was stirred at room temperature for 2 hours. Ak methylaminopyridazine (147 mg, 1.35 mmol) was dissolved in anhydrous dichloromethane (5 ml) and together with pyridine (0.35 ml, 1.12 mmol) added to the reaction mixture. Stirring at room temperature was continued for 15 hours. The progress of the reaction was monitored by thin layer chromatography (dichloromethane/methanol 9:1). The reaction mixture was diluted with dichloromethane (50 ml), washed two times with distilled water (5 ml each). The organic phase was dried over sodium sulfate and the organic solvent was evaporated in vacuo. The crude product was purified by flash chromatography (dichloromethane/methanol, gradient: 100/0 to 90/10 (v/v), duration: 50 min). The title compound was isolated as a brownish oil (119 mg, yield: 39%, purity: 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040537B2
Source datasetuspto-grants-2015_05
ORD IDord-14c4d53c31de4d75a6480c3000c0813b
Source noteuspto-grants-2015_05