反応 #160673

反応方程式

acetic acid (1RS,3RS,4RS)-4-amino-3-(3-ethoxy-4-methoxyphenyl)cyclohexyl ester

compound B1

acetic acid (1RS,3RS,4RS)-4-amino-3-(3-ethoxy-4-methoxyphenyl)cyclohexyl ester

2,6-dimethoxynicotinic acid

N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride

→

crude title compound

収率 102.6%

Acetic acid (1RS,3RS,4RS)-4-{[1-(2,6-dimethoxy-pyridin-3-yl)methanoyl]amino}-3-(3-ethoxy-4-methoxyphenyl)cyclohexyl ester

収率 102.6%

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他The reaction is quenched with 5 ml of water
2. 2
   その他After phase separation the organic layer
3. 3
   洗浄is washed with 2.5 ml of saturated potassium hydrogencarbonate solution
4. 4
   乾燥After drying the organic layer with magnesium sulfate the solvent
5. 5
   その他is removed

実験手順

555 mg of 2,6-dimethoxynicotinic acid and 581 mg of N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride are placed in a flask under nitrogen. 778 mg of acetic acid (1RS,3RS,4RS)-4-amino-3-(3-ethoxy-4-methoxyphenyl)cyclohexyl ester (compound B1) and 2 mg of 4-dimethylaminopyridine both as solution in dichloromethane are added and the solution stirred for 1 h at 40° C., than 42 h at room temperature. The reaction is quenched with 5 ml of water. After phase separation the organic layer is washed with 2.5 ml of saturated potassium hydrogencarbonate solution. After drying the organic layer with magnesium sulfate the solvent is removed to give 1.227 g of the crude title compound which are used for the following step without further purification.

出典