Aluminium lithium hydride → HCID 68643978, compound

HRID 2388708Notes

Reaction equation

HRID 2388708 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[N:7]1[C:15]2[CH2:14][CH2:13][N:12]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:11][C:10]=2[S:9][C:8]=1[C:23](OC)=[O:24]>O1CCCC1>[OH:24][CH2:23][C:8]1[S:9][C:10]2[CH2:11][N:12]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:13][CH2:14][C:15]=2[N:7]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 686440385-(1,1-Dimethylethyl) 2-methyl 6,7-dihydrothiazolo[5,4-c]pyridine-2,5(4H)-dicarboxylate

Product 1

HCID 68643978HCID 68643978, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of lithium aluminium hydride (3.986 mmol) in dry tetrahydrofuran (12 ml) was added 5-tert-butyl 2-methyl 6,7-dihydrothiazolo[5,4-c]pyridine-2,5(4H)-dicarboxylate (3.22 mmol) in tetrahydrofuran (10 ml) at 0° C. and the resulting reaction mixture was stirred at the same temperature for 1 h. It was quenched with saturated aqueous sodium sulfate solution, diluted with ethyl acetate and filtered. The filtrate was evaporated under reduced pressure to give the crude product which was used in the next step without further purification. Yield: 66%.

Workup

  1. customthe resulting reaction mixture
  2. customIt was quenched with saturated aqueous sodium sulfate solution
  3. additiondiluted with ethyl acetate
  4. filtrationfiltered
  5. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-f2dbacbc859f40eca4cd1d3bec68e312
Source dataset
uspto-grants-2012_09
Patent number
US08268814B2

Reaction notes

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