Aluminium lithium hydride → HCID 67027889, compound

HRID 1051321Notes

Reaction equation

HRID 1051321 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-9b6b98be28f14fe69877573ea3d8319d
Source dataset
uspto-grants-2016_07
Patent number
US09387204B2

Reaction notes

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