反应 #1095868

ord-4b5e8c4a55354a23ac80a4c6f1e5418f

反应方程式

CC1CCCNC1
3-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(N2CCCC(C)C2)ncn1
4-(2-butynyloxy)-6-(3-methylpiperidino) pyrimidine
收率 73.9%

反应条件

温度
80°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 3-methylpiperidine was added therein, and the mixture was stirred for 4 hours at 80° 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 181 mg of 4-(2-butynyloxy)-6-(3-methylpiperidino) pyrimidine (hereinafter, referred to as Compound (19)).

来源

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