반응 #975558

반응 방정식

5-(5-methylpyridin-2-yl)benzoic acid

methanamine

EDC

HOBT

diisopropylethylamine

N,N-dimethylformamide

→

title compound

tert-Butyl 3-[(methylamino)carbonyl]-5-(5-methylpyridin-2-yl)benzoate

용매

water

반응 조건

후처리

1. 1
   추출the mixture was extracted with ethyl acetate (3×)
2. 2
   세척The combined organic extracts were washed with water (2×), brine
3. 3
   건조dried over sodium sulfate
4. 4
   여과filtered
5. 5
   농축concentrated
6. 6
   기타Purification by silica gel chromatography (100% hexanes→30% hexanes/ethyl acetate)

실험 절차

To a solution of 3-tert-butoxycarbonyl)-5-(5-methylpyridin-2-yl)benzoic acid (1.15 g, 3.67 mmol) in N,N-dimethylformamide (36 mL) were added methanamine (5.51 mL, 11.01 mmol), EDC (2.11 g, 11.01 mmol), HOBT (1.12 g, 7.34 mmol) and diisopropylethylamine (2.56 mL, 14.68 mmol). The reaction mixture was stirred at ambient temperature. After 18 h, water was added and the mixture was extracted with ethyl acetate (3×). The combined organic extracts were washed with water (2×), brine, dried over sodium sulfate, filtered and concentrated. Purification by silica gel chromatography (100% hexanes→30% hexanes/ethyl acetate) gave the title compound. MS 327.1 (M+1).

출처