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Sodium Hydroxide → 1H-Pyrazolo[4,3-b]pyridine-5-methanol

HRID 218467
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HRID 218467 반응식
[NH:1]1[C:9]2[C:4](=[N:5][C:6]([C:10](OC)=[O:11])=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+]>C1COCC1.CCOCC>[NH:1]1[C:9]2[C:4](=[N:5][C:6]([CH2:10][OH:11])=[CH:7][CH:8]=2)[CH:3]=[N:2]1
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참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 59763244Methyl 1H-pyrazolo[4,3-b]pyridine-5-carboxylate

생성물 1

HCID 597632841H-Pyrazolo[4,3-b]pyridine-5-methanol수율 76.4%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

1H-pyrazolo[4,3-b]pyridine-5-carboxylic acid, methyl ester (420 mg, 2.37 mmol) was dissolved in THF (30 mL) and cooled to 0° C. LiAlH4 (360 mg, 9.48 mmol) was added in one portion. The mixture was stirred at 0° C. for 3 hr, and diluted with ether. 50% NaOH (5 mL) was added to quench the reaction, and the solid was filtered off through Celite. The filtrate was concentrated, and the residue was purified by flash chromatography to afford 1H-pyrazolo[4,3-b]pyridine-5-methanol (270 mg, 76.4%).

후처리

  1. customto quench
  2. customthe reaction
  3. filtrationthe solid was filtered off through Celite
  4. concentrationThe filtrate was concentrated
  5. customthe residue was purified by flash chromatography

출처 및 근거

ORD 기록
ord-a3d0eb9f03954c208ff630209fd87fa3
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08198456B2

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