Sodium Hydroxide → HCID 45254354, compound

HRID 1887473Notes

Reaction equation

HRID 1887473 reaction equation
[CH2:1]([N:5]([C:9]1[N:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]2=[N:11][C:10]=1[CH:18]([CH3:20])[CH3:19])[C:6](=O)[CH3:7])[CH2:2][CH2:3][CH3:4].[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+]>C1COCC1>[CH2:1]([N:5]([CH2:6][CH3:7])[C:9]1[N:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]2=[N:11][C:10]=1[CH:18]([CH3:20])[CH3:19])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 58564491HCID 58564491, compound

Product 1

HCID 45254354HCID 45254354, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-butyl-N-(2-isopropylimidazo[1,2-a]pyridin-3-yl)acetamide 16 (287 mg, 1.05 mmol) was reacted with LiAlH4 (2 eq., 2.10 mmol, 80 mg) in THF (10 ml) at room temperature. Progress of the reaction was monitored by TLC. Aqueous NaOH solution was used to quench the reaction. Solids were filtered and washed with ethyl acetate and the product was purified by column chromatography, eluting with ethyl acetate.

Workup

  1. customto quench
  2. customthe reaction
  3. filtrationSolids were filtered
  4. washwashed with ethyl acetate
  5. customthe product was purified by column chromatography
  6. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-8f4698134efd4e6299444ab11190dd37
Source dataset
uspto-grants-2013_08
Patent number
US08501767B2

Reaction notes

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