反応 #1095866

ord-e8bc12bbbf184449afb3ff170682ebb5

反応方程式

C1CCNC1
pyrrolidine
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(N2CCCC2)ncn1
4-(2-butynyloxy)-6-(1-pyrrolidinyl)pyrimidine
収率 78.4%

反応条件

温度
57.5°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

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

実験手順

Into 2 ml of N,N-dimethylformamide was resolved 183 mg of 4-chloro-6-(2-butynyloxy)pyrimidine, 166 mg of potassium carbonate and 71 mg of pyrrolidine was added therein, and the mixture was stirred for 4 hours at 55-60° 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 170 mg of 4-(2-butynyloxy)-6-(1-pyrrolidinyl)pyrimidine (hereinafter, referred to as Compound (17)).

出典

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