반응 #85970

반응 방정식

tert-butyl 3-aminopiperidine-1-carboxylate

tert-butyl [6-chloro-3-(trifluoroacetyl)pyridin-2-yl]carbamate

tert-Butyl [6-chloro-3-(trifluoroacetyl)pyridin-2-yl]carbamate

diisopropylethylamine

→

tert-Butyl 3-({6-[(tert-butoxycarbonyl)amino]-5-(trifluoroacetyl)pyridin-2-yl}amino)piperidine-1-carboxylate

용매

DMSO

ethyl acetate

반응 조건

후처리

1. 1
   세척washed with saturated aqueous ammonium chloride solution (three times 40 ml)
2. 2
   건조The organic phase was dried over magnesium sulfate
3. 3
   농축concentrated
4. 4
   기타The residue was chromatographed on silica gel (mobile phase: cyclohexane/ethyl acetate 5:1 to 1:1)

실험 절차

561 mg (2.8 mmol) of tert-butyl 3-aminopiperidine-1-carboxylate, 700 mg (2.16 mmol) of tert-butyl [6-chloro-3-(trifluoroacetyl)pyridin-2-yl]carbamate (Example 32A) and 0.56 ml (3.23 mmol) of diisopropylethylamine were suspended in 14 ml of DMSO and heated in a microwave reactor at 90° C. for 45 min. The reaction mixture was diluted with ethyl acetate (100 ml) and washed with saturated aqueous ammonium chloride solution (three times 40 ml) and then saturated aqueous sodium bicarbonate solution (40 ml). The organic phase was dried over magnesium sulfate and concentrated. The residue was chromatographed on silica gel (mobile phase: cyclohexane/ethyl acetate 5:1 to 1:1). This gave 670 mg (63% of theory) of the product.

출처