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

HRID 2389925Notes

Reaction equation

HRID 2389925 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([C:9]1[C:20]([C:21](=[O:23])[CH3:22])=[C:12]2[C:13]3[CH2:19][CH2:18][O:17][C:14]=3[CH:15]=[CH:16][N:11]2[N:10]=1)[CH3:8].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH2:7]([C:9]1[C:20]([CH:21]([OH:23])[CH3:22])=[C:12]2[C:13]3[CH2:19][CH2:18][O:17][C:14]=3[CH:15]=[CH:16][N:11]2[N:10]=1)[CH3:8]

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 591793961-(2-Ethyl-8,9-dihydrofuro[3,2-c]pyrazolo[1,5-a]pyridin-1-yl)ethanone

Product 1

HCID 591794601-(2-Ethyl-8,9-dihydrofuro[3,2-c]pyrazolo[1,5-a]pyridin-1-yl)ethanolYield 90.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of 80% lithium aluminum hydride (233 mg, 5.03 mmol) in tetrahydrofuran (13 mL) was added a solution of 1-(2-ethyl-8,9-dihydrofuro[3,2-c]pyrazolo[1,5-a]pyridin-1-yl)ethanone (290 mg, 1.26 mmol) in tetrahydrofuran (13 mL) under ice-cooling, and the mixture was stirred at room temperature for 1 hr. Sodium sulfate decahydrate (2.9 g) was added under ice-cooling, and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure to give the title compound (265 mg, yield 90%).

Workup

  1. temperaturecooling
  2. temperaturecooling
  3. filtrationthe insoluble material was filtered off
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1155314177244746b99138876651098f
Source dataset
uspto-grants-2012_09
Patent number
US08273761B2

Reaction notes

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