Реакция #47007

Уравнение реакции

intermediate 59

cis-4,5-Diphenyl-2-methylthio-4,5-dihydro-imidazole-1-carboxylic acid, tert-butyl ester

N-methylbenzylamine

MeOH

→

product 81

Выход 22.9%

2-(N-Methylbenzylamino)-cis-4,5-diphenyl-4,5-dihydro-imidazole-1-carboxylic acid tert-butyl ester

Выход 22.9%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mixture is cooled to RT
2. 2
   Другоеthe mixture is purified by chromatography on silica gel
3. 3
   Промывкаgradient elution with heptane:EtOAc (80:20-75:25)

Методика

A mixture of intermediate 59 (0.4 g, 0.00109 mol), N-methylbenzylamine (0.42 mL, 0.00326 mol) and MeOH (0.1 mL) is heated at 95° C. for 2 days. The reaction mixture is cooled to RT, dichloromethane is added and the mixture is purified by chromatography on silica gel; gradient elution with heptane:EtOAc (80:20-75:25) gives 110 mg of the product 81. 1H NMR (CDCl3) δ 7.50-7.20 (m, 6 H), 7.10-6.90 (m, 7 H), 6.90-6.75 (m, 2 H), 5.52 (q, 2 H), 4.84 (d, 1 H), 4.52 (d, 1 H), 2.97 (s, 3 H), 1.45 (s, 9 H); MS: m/z 442 (M++1).

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