Aluminium lithium hydride → HCID 66837818, compound

HRID 73077Notes

Reaction equation

HRID 73077 reaction equation
[CH2:1]([N:3]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12](OCC)=[O:13])=[CH:9]2)=[N:4]1)[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH2:1]([N:3]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH2:12][OH:13])=[CH:9]2)=[N:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 66837900ethyl 2-ethyl-2H-indazole-5-carboxylate

Product 1

HCID 66837818HCID 66837818, compoundYield 107.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 2-ethyl-2H-indazole-5-carboxylate (step-1 of Example 13, 150 mg, 0.69 mmol) in THF (10 mL) was added LiAlH4 (26 mg, 0.69 mmol) at 0° C. The mixture was stirred at room temperature for 1 hr. The mixture was quenched with saturated aqueous NH4Cl. The precipitate was filtered off. The filtrate was concentrated to give the titled compound (131 mg, quant) as an orange colored oil.

Workup

  1. customThe mixture was quenched with saturated aqueous NH4Cl
  2. filtrationThe precipitate was filtered off
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-35741d897a02427fbcdc68060a935b9b
Source dataset
uspto-grants-2014_09
Patent number
US08829026B2

Reaction notes

Loading…