Реакция #1095867

ord-8f9a4f802ec54921ba08b4c83ea0807e

Уравнение реакции

CC1CCNCC1
4-methylpiperidine
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(N2CCC(C)CC2)ncn1
4-(2-butynyloxy)-6-(4-methylpiperidino) pyrimidine
Выход 84.1%

Растворители

Условия реакции

Температура
80°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

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

Методика

Into 2 ml of N,N-dimethylformamide was resolved 183 mg of 4-chloro-6-(2-butynyloxy)pyrimidine, 166 mg of potassium carbonate and 99 mg of 4-methylpiperidine was added therein, and the mixture was stirred for 4 hours at 80° 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 206 mg of 4-(2-butynyloxy)-6-(4-methylpiperidino) pyrimidine (hereinafter, referred to as Compound (18)).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07973028B2uspto-grants-2011_07