تفاعل #1095870

ord-05a15af1c2944caf9098e14e05eaabb9

معادلة التفاعل

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
المردود 89.7%

المذيبات

ظروف التفاعل

درجة الحرارة
60°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONwas added
  2. 2
    درجة الحرارةThe reaction mixture was cooled to near room temperature
  3. 3
    غسيلthe mixture was washed with a saturated sodium chloride aqueous solution three times
  4. 4
    تجفيفThe organic layers were dried over anhydrous magnesium sulfate
  5. 5
    تركيزconcentrated

الإجراء التجريبي

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)).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07973028B2uspto-grants-2011_07