Aluminium lithium hydride → HCID 71744071, compound

HRID 869477Notes

Reaction equation

HRID 869477 reaction equation
[N:1]1[CH:2]=[C:3]([C:10](OCC)=[O:11])[N:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[N:5]2.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[N:1]1[CH:2]=[C:3]([CH2:10][OH:11])[N:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[N:5]2

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 71744070HCID 71744070, compound

Product 1

HCID 71744071HCID 71744071, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl imidazo[1,2-b]pyridazine-3-carboxylate (1.91 g, 10 mmol) in anhydrous THF (20 mL), lithium aluminium hydride (1.34 g, 35 mmol) was added in portions over 15 min. After stirring at RT for 16 h, the mixture was quenched with ice-water (20 mL) and then extracted with ethyl acetate (30 mL×2). The combined organic layers were washed with brine, dried over Na2SO4 then filtered. The filtrate was concentrated in vacuo to afford imidazo[1,2-b]pyridazin-3-ylmethanol (0.85 g, 57% yield).

Workup

  1. customthe mixture was quenched with ice-water (20 mL)
  2. extractionextracted with ethyl acetate (30 mL×2)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationthen filtered
  6. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-4afacf5250e445019a0d7611ee1548d6
Source dataset
uspto-grants-2015_03
Patent number
US08969363B2

Reaction notes

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