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Allylamine → 2-Allylamino-4-benzylamino-7-methylthieno[3,2-d]pyrimidine

HRID 1250623
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HRID 1250623 반응식
[CH2:1]([NH2:4])[CH:2]=[CH2:3].[CH2:5]([NH:12][C:13]1[C:14]2[S:22][CH:21]=[C:20]([CH3:23])[C:15]=2[N:16]=[C:17](Cl)[N:18]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>O>[CH2:1]([NH:4][C:17]1[N:18]=[C:13]([NH:12][CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:14]2[S:22][CH:21]=[C:20]([CH3:23])[C:15]=2[N:16]=1)[CH:2]=[CH2:3]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7853AllylamineHCID 183264544-Benzylamino-2-chloro-7-methylthieno[3,2-d]pyrimidine

생성물 1

HCID 183264342-Allylamino-4-benzylamino-7-methylthieno[3,2-d]pyrimidine수율 81.3%

시약·촉매·용매 1

HCID 962Water용매

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온도
140 °C

실험 절차

In 2.28 g (40.0 mmol) of allylamine was dissolved 250 mg (0.9 mmol) of 4-benzylamino-2-chloro-7-methylthieno[3,2-d]pyrimidine, and the resulting solution was heated in a sealed tube at 140° C. for 24 hours. After the reaction mixture was cooled, 100 ml of water was added thereto, followed by extraction with ethyl acetate (20 ml×3). The organic layer was washed with 20 ml of water and dried over anhydrous sodium sulfate, and then the solvent was distilled off. The residue was purified by silica gel column chromatography (eluent: ethyl acetate-hexane=1/4) to give 217 mg (yield: 81.3%) of the title compound.

후처리

  1. temperatureAfter the reaction mixture was cooled
  2. extractionfollowed by extraction with ethyl acetate (20 ml×3)
  3. washThe organic layer was washed with 20 ml of water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off
  6. customThe residue was purified by silica gel column chromatography (eluent: ethyl acetate-hexane=1/4)

출처 및 근거

ORD 기록
ord-43f2b943b3114253b4617cd006c80fd1
출처 데이터셋
uspto-grants-2002_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06339089B2

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