Sodium sulfate decahydrate → (2-Phenyl-8,9-dihydrofuro[3,2-c]pyrazolo[1,5-a]pyridin-1-yl)methanol

HRID 2389879노트

반응식

HRID 2389879 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([C:13]2[C:24]([C:25](OC)=[O:26])=[C:16]3[C:17]4[CH2:23][CH2:22][O:21][C:18]=4[CH:19]=[CH:20][N:15]3[N:14]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[C:7]1([C:13]2[C:24]([CH2:25][OH:26])=[C:16]3[C:17]4[CH2:23][CH2:22][O:21][C:18]=4[CH:19]=[CH:20][N:15]3[N:14]=2)[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

참가 물질

5

반응물 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 53310988Methyl 2-phenyl-8,9-dihydrofuro[3,2-c]pyrazolo[1,5-a]pyridine-1-carboxylate

생성물 1

HCID 53308849(2-Phenyl-8,9-dihydrofuro[3,2-c]pyrazolo[1,5-a]pyridin-1-yl)methanol수율 91.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of 80% lithium aluminum hydride (100 mg, 2.16 mmol) in tetrahydrofuran (5 mL) was added a solution of methyl 2-phenyl-8,9-dihydrofuro[3,2-c]pyrazolo[1,5-a]pyridine-1-carboxylate (160 mg, 0.544 mmol) in tetrahydrofuran (5 mL) at room temperature, and the mixture was stirred for 30 min. Sodium sulfate decahydrate (1.7 g) was added under ice-cooling, and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure, purified by silica gel column chromatography (ethyl acetate), and further washed with diisopropyl ether to give the title compound (132 mg, yield 90%).

후처리

  1. temperaturecooling
  2. filtrationthe insoluble material was filtered off
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. custompurified by silica gel column chromatography (ethyl acetate)
  5. washfurther washed with diisopropyl ether

출처 및 근거

ORD 기록
ord-049714b8f9b244839f8bd81b38518c07
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273761B2

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