反应 #1763516

反应方程式

5-bromo-2-chloro-3-methylpyrimidin-4(3H)-one

aniline

NaHCO3

→

desired product

收率 99.5%

5-bromo-3-methyl-2-(phenylamino)pyrimidin-4(3H)-one

收率 99.5%

溶剂

n-BuOH

EtOAc

反应条件

后处理

1. 1
   温度The reaction mixture was cooled to room temperature
2. 2
   洗涤The EtOAc layer was washed with H2O and saturated aqueous NaCl
3. 3
   萃取The aqueous phase was re-extracted with EtOAc (1×)
4. 4
   干燥The combined EtOAc layers were dried (Na2SO4)
5. 5
   过滤filtered
6. 6
   浓缩concentrated

实验过程

A mixture of 5-bromo-2-chloro-3-methylpyrimidin-4(3H)-one (0.510 g, 2.282 mmol), aniline (0.271 ml, 2.967 mmol) and NaHCO3 (0.767 g, 9.129 mmol) in n-BuOH (15 mL) was stirred at 60° C. for 16 hours. The reaction mixture was cooled to room temperature and then diluted with EtOAc. The EtOAc layer was washed with H2O and saturated aqueous NaCl. The aqueous phase was re-extracted with EtOAc (1×). The combined EtOAc layers were dried (Na2SO4), filtered and concentrated to yield the desired product (0.636 g, 99%) as a pale yellow solid that was used without further purification. 1H NMR (400 MHz, DMSO-d6) δ 8.95 (br s, 1H), 7.94 (s, 1H), 7.47 (m, 2H), 7.35 (m, 2H), 7.14 (m, 1H), 3.53 (s, 3H). LRMS (ESI pos) m/e 280, 281 (M+, Br pattern).

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