Sodium sulfate decahydrate → (5-bromo-2-methyl-2H-indazol-4-yl)methanol

HRID 1639797노트

반응식

HRID 1639797 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Br:7][C:8]1[CH:16]=[CH:15][C:14]2[C:10](=[CH:11][N:12]([CH3:17])[N:13]=2)[C:9]=1[C:18](OC)=[O:19].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[Br:7][C:8]1[CH:16]=[CH:15][C:14]2[C:10](=[CH:11][N:12]([CH3:17])[N:13]=2)[C:9]=1[CH2:18][OH:19]

참가 물질

5

반응물 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 59145918methyl 5-bromo-2-methyl-2H-indazole-4-carboxylate

생성물 1

HCID 59334512(5-bromo-2-methyl-2H-indazol-4-yl)methanol수율 73%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of lithium aluminum hydride (152 mg, 4.00 mmol) in tetrahydrofuran (15 mL) was added a solution of methyl 5-bromo-2-methyl-2H-indazole-4-carboxylate (534 mg, 2.00 mmol) in tetrahydrofuran (5 mL) at 0° C., and the mixture was stirred at room temperature for 15 min. To the reaction solution was added sodium sulfate decahydrate (1.5 g), and the mixture was stirred for 15 min and filtered through celite. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=40/60→80/20) to give the title compound (351 mg, yield 73%).

후처리

  1. stirringthe mixture was stirred for 15 min
  2. filtrationfiltered through celite
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane=40/60→80/20)

출처 및 근거

ORD 기록
ord-55fcac7650814f979e8c801194a4034a
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08110585B2

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