Dimethylformamide → 4-[2-(4-Bromo-imidazol-1-yl)-pyrimidin-4-yl]-morpholine

HRID 1784373노트

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HRID 1784373 반응식
[Br:1][C:2]1[N:3]=[CH:4][NH:5][CH:6]=1.CN(C=O)C.[H-].[Na+].Cl[C:15]1[N:20]=[C:19]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[CH:18]=[CH:17][N:16]=1>O>[Br:1][C:2]1[N:3]=[CH:4][N:5]([C:15]2[N:20]=[C:19]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[CH:18]=[CH:17][N:16]=2)[CH:6]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 17146974-(2-Chloropyrimidin-4-yl)morpholineHCID 178418934HCID 178418934, 화합물

생성물 1

HCID 575925254-[2-(4-Bromo-imidazol-1-yl)-pyrimidin-4-yl]-morpholine수율 94.4%

시약·촉매·용매 1

HCID 962Water용매

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온도
120 °C

실험 절차

To a cooled (0° C.) solution of 4-bromo-1-H-imidazole (0.8 g, 4.0 mmol) in anhydrous DMF (5.0 mmol) was added NaH (60% dispersion in mineral oil, 0.176 g, 4.4 mmol) in a portionwise fashion over 10 minutes. When gas evolution had ceased, 4-(2-Chloro-pyrimidin-4-yl)-morpholine (21)(0.79 g, 4.00 mmol) was added and the mixture heated under the influence of microwave radiation (120° C., 14 min, fixed hold time, pre-stirring 10 seconds, high absorption setting). Water (14 ml) was added to the reaction mixture which caused a precipitate to form. The precipitate was removed by filtration, washed with water (10 ml) and dried in a desiccator to give the title compound (1.17 g, 94.4%) in suitably clean form to be used without any further purification. m/z (LC-MS, ESP): 310 [M+H]+, R/T=3.79 mins

후처리

  1. customto form
  2. customThe precipitate was removed by filtration
  3. washwashed with water (10 ml)
  4. customdried in a desiccator

출처 및 근거

ORD 기록
ord-fd0e1166775446329d0e06439d41bdf5
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07504397B2

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