4-[(6-chloropyridin-3-yl)carbonyl]morpholine Chemical Properties

storage temp. 

Sealed in dry,Room Temperature

form 

solid

Appearance

Light yellow to yellow Solid

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36

Safety Statements 

26

HazardClass 

IRRITANT

4-[(6-chloropyridin-3-yl)carbonyl]morpholine Usage And Synthesis

Synthesis

General procedure for the synthesis of (6-chloro-3-pyridine)-4-morpholinemethanone from 6-chloro-3-pyridinecarbonyl chloride and morpholine: To a solution of 6-chloro-3-pyridinecarbonyl chloride (0.540 g, 3.07 mmol) in methylene chloride (10 mL) was added sequentially morpholine (0.294 g, 1.1 eq.) and triethylamine (940 μL, 2.2 eq.). The reaction mixture was stirred at room temperature overnight. The progress of the reaction was monitored by thin-layer chromatography (TLC), and after confirming that 6-chloro-3-pyridinecarbonyl chloride was completely consumed and the mass spectrum showed the molecular ion peak (M+) of the target product, an aqueous post-treatment was performed. The crude product (6-chloro-3-pyridinyl)-4-morpholinemethanone obtained was directly used in the next step of the reaction without further purification. After aqueous treatment, 0.610 g of the crude product was obtained in 88% yield.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 3, p. 689 - 693
[2] Patent: WO2004/46120, 2004, A2. Location in patent: Page 160
[3] Organic Process Research and Development, 2014, vol. 18, # 1, p. 228 - 238
[4] Patent: WO2004/56369, 2004, A1. Location in patent: Page/Page column 18

4-[(6-chloropyridin-3-yl)carbonyl]morpholine(64614-49-9)Related Product Information

• (2,6-DICHLORO-5-FLUOROPYRIDIN-3-YL)(MORPHOLINO)METHANONE
• 4-[(5,6-dichloropyridin-3-yl)carbonyl]-2,6-dimethylmorpholine
• 4-[(6-chloropyridin-3-yl)carbonyl]-2-methylmorpholine
• 4-[(6-chloropyridin-3-yl)carbonyl]morpholine
• 4-[(5,6-dichloropyridin-3-yl)carbonyl]morpholine
• 4-[(6-chloropyridin-3-yl)carbonyl]-2,6-dimethylmorpholine
• 4-[(5,6-dichloropyridin-3-yl)carbonyl]-2-methylmorpholine