Aluminium lithium hydride → HCID 67027889, compound

HRID 2048140Notes

Reaction equation

HRID 2048140 reaction equation
[C:1]1([C:7]2[N:14]3[C:10]([S:11][CH:12]=[CH:13]3)=[N:9][C:8]=2[C:15]2[CH:24]=[CH:23][C:18]([C:19](OC)=[O:20])=[CH:17][CH:16]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[C:1]1([C:7]2[N:14]3[C:10]([S:11][CH:12]=[CH:13]3)=[N:9][C:8]=2[C:15]2[CH:16]=[CH:17][C:18]([CH2:19][OH:20])=[CH:23][CH:24]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 67028283HCID 67028283, compound

Product 1

HCID 67027889HCID 67027889, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.12 g (0.36 mM) of methyl 4-(5-phenylimidazo[2,1-b][1,3]thiazol-6-yl)benzoate is dissolved in 8 mL of dry THF. To this is added lithium aluminum hydride (5 eq) at 0° C. The reaction mixture is brought to RT and stirred for 2 h. It is then quenched with sat. solution of sodium sulphate and filtered. The filtrate is evaporated and extracted in ethyl acetate. The organic layer is dried and concentrated to obtain the desired compound.

Workup

  1. customis brought to RT
  2. customIt is then quenched with sat. solution of sodium sulphate
  3. filtrationfiltered
  4. customThe filtrate is evaporated
  5. extractionextracted in ethyl acetate
  6. customThe organic layer is dried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-1b757cc14e8a4f029f83db18037b5347
Source dataset
uspto-grants-2013_11
Patent number
US08592591B2

Reaction notes

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