تفاعل #42804

ord-9301375205eb495a8f2ee552776a73a0

معادلة التفاعل

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
المردود 78.4%

المذيبات

ظروف التفاعل

درجة الحرارة
57.5°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 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)).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07732448B2uspto-grants-2010_06