반응 #1095866

ord-e8bc12bbbf184449afb3ff170682ebb5

반응 방정식

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
수율 78.4%

반응 조건

온도
57.5°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.ADDITIONwas added
  2. 2
    온도The reaction mixture was cooled to near room temperature
  3. 3
    세척the mixture was washed with a saturated sodium chloride aqueous solution three times
  4. 4
    건조The organic layers were dried over anhydrous magnesium sulfate
  5. 5
    농축concentrated

실험 절차

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)).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07973028B2uspto-grants-2011_07