Potassium Carbonate → 1-((S)-tetrahydrofuran-3-yl)-3-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

HRID 874387노트

반응식

HRID 874387 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:18]3[C:13](=[N:14][CH:15]=[N:16][C:17]=3[NH2:19])[NH:12][N:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C([O-])([O-])=O.[K+].[K+].CS(O[C@@H:31]1[CH2:35][CH2:34][O:33][CH2:32]1)(=O)=O>CN(C=O)C>[O:33]1[CH2:34][CH2:35][C@H:31]([N:12]2[C:13]3=[N:14][CH:15]=[N:16][C:17]([NH2:19])=[C:18]3[C:10]([C:7]3[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=3)=[N:11]2)[CH2:32]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 58248246HCID 58248246, 화합물HCID 178508716HCID 178508716, 화합물

생성물 1

HCID 585067371-((S)-tetrahydrofuran-3-yl)-3-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 3-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (0.5 g, 1.95 mmol), K2CO3 (1.08 g, 7.8 mmol), and (R)-tetrahydrofuran-3-yl methanesulfonate (0.389 g, 2.34 mmol) in DMF (20 mL) was brought to 80° C. under an argon atmosphere. The reaction mixture was left stirring for 3 hours, then cooled and filtered. The filtrate was concentrated in vacuo, but not to dryness. 20 mL of 0.1 sodium citrate was added causing a solid to form, which was collected by filtration to afford 1-((S)-tetrahydrofuran-3-yl)-3-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine. ESI-MS m/z [M+H]+ found 327.6, calculated 327.3.

후처리

  1. customwas brought to 80° C. under an argon atmosphere
  2. waitThe reaction mixture was left
  3. temperaturecooled
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated in vacuo
  6. addition20 mL of 0.1 sodium citrate was added
  7. customto form
  8. filtrationwhich was collected by filtration

출처 및 근거

ORD 기록
ord-6f0c26ecc44c43a59e4f78421afc352f
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08980899B2

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