反応 #42808

ord-f6e7397cfab14baf90d86a8479bbe747

反応方程式

CC1CCCN1
2-methylpyrrolidine
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(N2CCCC2C)ncn1
4-(2-butynyloxy)-6-(2-methyl-pyrrolidin-1-yl) pyrimidine
収率 89.7%

反応条件

温度
60°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 85 mg of 2-methylpyrrolidine was added therein, and the mixture was stirred for 7 hours at 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 207 mg of 4-(2-butynyloxy)-6-(2-methyl-pyrrolidin-1-yl) pyrimidine (hereinafter, referred to as Compound (21)).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07732448B2uspto-grants-2010_06