反应 #1095869

ord-04f37ee08a704638b9cb3bf1fe497305

反应方程式

CC1CCCCN1
2-methylpiperidine
CN(C)C=O
N,N-dimethylformamide
CC#CCOc1cc(Cl)ncn1
4-chloro-6-(2-butynyloxy)pyrimidine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC#CCOc1cc(N2CCCCC2C)ncn1
4-(2-butynyloxy)-6-(2-methylpiperidino)pyrimidine
收率 27.0%

反应条件

温度
120°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.ADDITIONwas added
  2. 2
    温度The reaction mixture was cooled to near room temperature
  3. 3
    洗涤the mixture was washed with a saturated sodium chloride aqueous solution three times
  4. 4
    干燥The organic layers were dried over anhydrous magnesium sulfate
  5. 5
    浓缩concentrated

实验过程

Into 2 ml of N,N-dimethylformamide was resolved 183 mg of 4-chloro-6-(2-butynyloxy)pyrimidine, 166 mg of potassium carbonate and 99 mg of 2-methylpiperidine was added therein, and the mixture was stirred for 4 hours at 80° C. and 3 hours at 120° C. The reaction mixture was cooled to near room temperature, ethyl acetate was added therein, and the mixture was washed with a saturated sodium chloride aqueous solution three times. The organic layers were dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 66 mg of 4-(2-butynyloxy)-6-(2-methylpiperidino)pyrimidine (hereinafter, referred to as Compound (20)).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07973028B2uspto-grants-2011_07