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Lithium hydroxide, monohydrate → (R)-3-bromo-N-(2,4-dimethoxybenzyl)-1-(4,5,6,7-tetrahydro-1H-indazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

HRID 62466
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HRID 62466 반응식
[Br:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[N:8][C:9]=2[NH:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=2[O:21][CH3:22])[N:4]([C@@H:23]2[CH2:31][CH2:30][CH2:29][C:28]3[N:27](S(C4C=CC(C)=CC=4)(=O)=O)[N:26]=[CH:25][C:24]2=3)[N:3]=1.O[Li].O>C1COCC1>[Br:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[N:8][C:9]=2[NH:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=2[O:21][CH3:22])[N:4]([C@@H:23]2[CH2:31][CH2:30][CH2:29][C:28]3[NH:27][N:26]=[CH:25][C:24]2=3)[N:3]=1
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4

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 90303936(R)-3-bromo-N-(2,4-dimethoxybenzyl)-1-(1-tosyl-4,5,6,7-tetrahydro-1H-indazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

생성물 1

HCID 90304068(R)-3-bromo-N-(2,4-dimethoxybenzyl)-1-(4,5,6,7-tetrahydro-1H-indazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine수율 92.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a solution of (R)-3-bromo-N-(2,4-dimethoxybenzyl)-1-(1-tosyl-4,5,6,7-tetrahydro-1H-indazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (400 mg, 0.626 mmol) in THF (6.3 mL) was added 1N LiOH.H2O (105 mg, 2.504 mmol), then the mixture was stirred for 8 h at 60° C. Removed the solvent under reduced pressure and extracted with DCM and the combined organic layer was washed with water, brine and dried over anhydrous Na2SO4. The organic layer was concentrated in vacuo and the residue (R)-3-bromo-N-(2,4-dimethoxybenzyl)-1-(4,5,6,7-tetrahydro-1H-indazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (280 mg, yield 92.3%) was used directly to next step.

후처리

  1. customRemoved the solvent under reduced pressure
  2. extractionextracted with DCM
  3. washthe combined organic layer was washed with water, brine
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationThe organic layer was concentrated in vacuo

출처 및 근거

ORD 기록
ord-21dfcf73380a4ef8a2fc1effe2d8518a
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09446130B2

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