3-Methylpiperidine → 4-(2-Butynyloxy)-5-fluoro-6-(3-methylpiperidino)pyrimidine

HRID 14515

반응식

HRID 14515 반응식
[CH2:1]([O:5][C:6]1[C:11]([F:12])=[C:10](Cl)[N:9]=[CH:8][N:7]=1)[C:2]#[C:3][CH3:4].[CH3:14][CH:15]1[CH2:20][CH2:19][CH2:18][NH:17][CH2:16]1>C(O)C>[CH2:1]([O:5][C:6]1[C:11]([F:12])=[C:10]([N:17]2[CH2:18][CH2:19][CH2:20][CH:15]([CH3:14])[CH2:16]2)[N:9]=[CH:8][N:7]=1)[C:2]#[C:3][CH3:4]

참가 물질

4

반응물 2

HCID 790813-MethylpiperidineHCID 225997174-(2-Butynyloxy)-5-fluoro-6-chloropyrimidine

생성물 1

HCID 593411334-(2-Butynyloxy)-5-fluoro-6-(3-methylpiperidino)pyrimidine수율 94%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Into 3 ml of ethanol was resolved 0.3 g of 4-(2-butynyloxy)-6-chloro-5-fluoropyrimidine, 0.45 g of 3-methylpiperidine was added therein, and the mixture was stirred for 10 hours under reflux condition. The reaction mixture was cooled to near room temperature, and concentrated. Into the residue was added a saturated ammonium chloride aqueous solution, and the mixture was extracted with tert-butyl methyl ether three times. The organic layers were washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.37 g of 4-(2-butynyloxy)-5-fluoro-6-(3-methylpiperidino) pyrimidine (hereinafter, referred to as Compound (3)).

후처리

  1. additionwas added
  2. temperatureunder reflux condition
  3. concentrationconcentrated
  4. additionInto the residue was added a saturated ammonium chloride aqueous solution
  5. extractionthe mixture was extracted with tert-butyl methyl ether three times
  6. washThe organic layers were washed with a saturated sodium chloride aqueous solution
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8cddd482958c467aa020aef6bd39fac4
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732448B2

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