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

HRID 1250631

반응식

HRID 1250631 반응식
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[S:10][CH:9]=[C:8]([CH3:11])[C:6]=2[N:7]=1.[CH3:13][CH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1>CN(C=O)C>[Cl:1][C:2]1[N:3]=[C:4]([N:17]2[CH2:18][CH2:19][CH:14]([CH3:13])[CH2:15][CH2:16]2)[C:5]2[S:10][CH:9]=[C:8]([CH3:11])[C:6]=2[N:7]=1

참가 물질

4

반응물 2

HCID 693814-MethylpiperidineHCID 71470642,4-Dichloro-7-methylthieno(3,2-d)pyrimidine

생성물 1

HCID 183264642-Chloro-7-methyl-4-(4-methylpiperidino)thieno[3,2-d]pyrimidine수율 93.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

In 10 ml of DMF was dissolved 1.0 g (4.6 mmol) of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine, and then 1.06 g (10.7 mmol) of 4-methylpiperidine was added dropwise to the resulting solution under ice cooling over 5 minutes. The reaction mixture was stirred at 0° C. for one hour and then allowed to resume to room temperature, followed by stirring for one hour. After completion of the reaction, ice water was added to the reaction mixture, followed by extraction with ethyl acetate (50 ml×3). After the organic layer was washed successively with 1N hydrochloric acid, water and brine and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/10) to give 1.20 g (yield: 93.3%) of the title compound.

후처리

  1. customto resume to room temperature
  2. stirringby stirring for one hour
  3. additionwas added to the reaction mixture
  4. extractionfollowed by extraction with ethyl acetate (50 ml×3)
  5. washAfter the organic layer was washed successively with 1N hydrochloric acid, water and brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationthe solvent was distilled off under reduced pressure
  8. customThe residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/10)

출처 및 근거

ORD 기록
ord-64ecb0c4f947486599238ad569b6f601
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06339089B2

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