2-chloro-N,N-dimethylquinolin-6-amine synthesis
- Product Name:2-chloro-N,N-dimethylquinolin-6-amine
- CAS Number:238756-48-4
- Molecular formula:C11H11ClN2
- Molecular Weight:206.67
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Yield:238756-48-4 99%
Reaction Conditions:
with 2-picoline borane complex;acetic acid in methanol;water at 20; for 16 h;
Steps:
1 Synthesis of 359
Synthesis of 359
To a mixture of 358 (2.20 g, 12.3 mmol), an aqueous 36% formaldehyde solution (20.5 g, 246 mmol) and methanol (250 ml)-acetic acid (20 ml), a picoline borane complex (7.91 g, 73.95 mmol) was added little by little, followed by stirring at room temperature for 16 hours. To the reaction solution, ethyl acetate-water was added and the solution was extracted with ethyl acetate after adjusting the pH to 8 using an aqueous potassium carbonate solution. The extraction liquid was washed with water and dried the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate/n-hexane = 1/4) to obtain 359 (2.54 g, 99%) as a pale yellow solid. mp 74-75°C APCI-MS m/z 207[M+H]+
References:
EP2634177,2013,A1 Location in patent:Paragraph 0505; 0506
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