Diallylamine → 2-Allylamino-7-methyl-4-(4-methylpiperidino)thieno[3,2-d]pyrimidine

HRID 1250632

반응식

HRID 1250632 반응식
Cl[C:2]1[N:3]=[C:4]([N:12]2[CH2:17][CH2:16][CH:15]([CH3:18])[CH2:14][CH2:13]2)[C:5]2[S:10][CH:9]=[C:8]([CH3:11])[C:6]=2[N:7]=1.[CH2:19]([NH:22]CC=C)[CH:20]=[CH2:21].C(=O)([O-])O.[Na+]>>[CH2:19]([NH:22][C:2]1[N:3]=[C:4]([N:12]2[CH2:17][CH2:16][CH:15]([CH3:18])[CH2:14][CH2:13]2)[C:5]2[S:10][CH:9]=[C:8]([CH3:11])[C:6]=2[N:7]=1)[CH:20]=[CH2:21]

참가 물질

4

반응물 3

HCID 31279DiallylamineHCID 516892Sodium BicarbonateHCID 183264642-Chloro-7-methyl-4-(4-methylpiperidino)thieno[3,2-d]pyrimidine

생성물 1

HCID 183264402-Allylamino-7-methyl-4-(4-methylpiperidino)thieno[3,2-d]pyrimidine수율 43.9%

실험 절차

In a sealed tube were heated 422 mg (1.5 mmol) of 2-chloro-7-methyl-4-(4-methylpiperidino)thieno[3,2-d]pyrimidine and 1.37 g (24.0 mmol) of diallylamine at 160° C. for 16 hours. After completion of the reaction, the reaction mixture was allowed to resume room temperature, and a saturated aqueous sodium hydrogen carbonate solution was added thereto, followed by extraction with ethyl acetate (50 ml×2). The organic layer was washed with brine and dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/6) to give 198 mg (yield: 43.9%) of the title compound.

후처리

  1. customAfter completion of the reaction
  2. customto resume room temperature
  3. extractionfollowed by extraction with ethyl acetate (50 ml×2)
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/6)

출처 및 근거

ORD 기록
ord-98faa77348024368bf2e13a6cd0cd3e0
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06339089B2

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