反应详情

Triethylamine (5.6 ml; 0.04 moles) and ethyl chloroformate (3.84 ml; 0.04 moles) were added successively to a stirred suspension of 2-methoxy-4-amino-5-chlorobenzoic acid (8 g; 0.04 moles) in anhydrous tetrahydrofuran (300 ml) whilst maintaining the temperature beween -5° and -10° C. After stirring at this temperature for 0.5 hours, a solution of 1-cyclohexylmethyl-4-aminopiperidine (7.85 g; 0.04 moles) in anhydrous tetrahydrofuran (50 ml) was added, the temperature was maintained at -5° to -10° C. for 1 hour and then allowed overnight to reach room temperature. The solvent of the mixture was removed in vacuo, the residue poured into water, extracted with chloroform and the organic layer washed with water. The chloroformic solution was dried (Na2SO4) and the solvent removed in vacuo to give a solid which was triturated with a mixture of methanol and diethyl ether. N-(1-Cyclohexylmethylpiperid-4-yl)-2-methoxy-4-amino-5-chlorobenzamide (8 g) was thus obtained.

1. temperaturewhilst maintaining the temperature beween -5°
2. custom-10° C
3. temperaturethe temperature was maintained at -5° to -10° C. for 1 hour
4. waitallowed overnight
5. customto reach room temperature
6. customThe solvent of the mixture was removed in vacuo
7. additionthe residue poured into water
8. extractionextracted with chloroform
9. washthe organic layer washed with water
10. dry with materialThe chloroformic solution was dried (Na2SO4)
11. customthe solvent removed in vacuo
12. customto give a solid which
13. customwas triturated with a mixture of methanol and diethyl ether