Sodium sulfate decahydrate → HCID 59334574, compound

HRID 1639809Notes

Reaction equation

HRID 1639809 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]1[C:16]2[C:12](=[CH:13][N:14]([CH3:17])[N:15]=2)[C:11]([CH:18]2[CH2:20][CH:19]2[C:21](OCC)=[O:22])=[CH:10][CH:9]=1.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[F:7][C:8]1[C:16]2[C:12](=[CH:13][N:14]([CH3:17])[N:15]=2)[C:11]([CH:18]2[CH2:20][CH:19]2[CH2:21][OH:22])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 59334503HCID 59334503, compound

Product 1

HCID 59334574HCID 59334574, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

To a suspension of lithium aluminum hydride (695 mg, 18.3 mmol) in tetrahydrofuran (30 mL) was added a solution of ethyl 2-(7-fluoro-2-methyl-2H-indazol-4-yl)cyclopropanecarboxylate (1.20 g, 4.58 mmol) obtained in Reference Example 81 in tetrahydrofuran (15 mL) under nitrogen atmosphere at 0° C., and the mixture was stirred at 0° C. for 15 min. Sodium sulfate decahydrate (7.0 g) was added under ice-cooling, and the mixture was filtered through celite. The filtrate was concentrated under reduced pressure and purified by silica gel column chromatography (ethyl acetate/hexane=15/85→100/0) to give the title compound (961 mg, yield 95%).

Workup

  1. temperaturecooling
  2. filtrationthe mixture was filtered through celite
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. custompurified by silica gel column chromatography (ethyl acetate/hexane=15/85→100/0)

Sources & evidence

ORD record
ord-a8e33f23f72543bd87053ef908b49d03
Source dataset
uspto-grants-2012_02
Patent number
US08110585B2

Reaction notes

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