反応 #166296

反応方程式

Compound 37

(5-Bromo-2-chloro-pyrimidin-4-yl)-cyclohexyl-phenyl-amine

4-(4-amino-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

→

compound 38

収率 33.0%

4-{-4-[5-Bromo-4-(cyclohexyl-phenyl-amino)-pyrimidin-2-ylamino]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

収率 33.0%

溶媒

ethyl acetate

dioxane

反応条件

後処理

1. 1
   温度The reaction was cooled to room temperature
2. 2
   洗浄This mixture was washed with water and brine
3. 3
   乾燥The organic layer was dried with sodium sulfate
4. 4
   その他purified by flash chromatography (ethyl acetate/hexane)

実験手順

Compound 37 (0.42 g, 1.15 mmol) and 4-(4-amino-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (0.64 g, 2.30 mmol) were dissolved in dioxane (2 mL), and this mixture was heated at 100° C. for 24 hours. The reaction was cooled to room temperature and diluted with ethyl acetate. This mixture was washed with water and brine. The organic layer was dried with sodium sulfate and purified by flash chromatography (ethyl acetate/hexane) to give compound 38 as a yellow solid (0.23 g, 33%). 1H NMR (500 MHz, DMSO-d6) δ ppm 9.18 (1 H, s), 7.97 (1 H, s), 7.55 (2 H, d, J=10 Hz), 7.37 (2 H, m), 7.31 (1 H, m), 7.12 (2 H, m), 6.89 (2 H, d, J=10 Hz), 4.68 (1 H, m), 3.44 (4 H, m), 3.00 (4 H, m), 1.91 (2 H, d, J=10 Hz), 1.72 (2 H, d, J=10 Hz), 1.57 (1 H, d, J=10 Hz), 1.41 (9 H, s), 1.35 (2 H, m), 1.14 (2 H, m), 0.92 (1 H, m); LCMS-ESI (POS), M/Z, M+1: Found 609.2, Calculated 607.2/609.2.

出典