Aluminium lithium hydride → {1-methyl-1H-pyrrolo[2,3-b]pyridin-2-yl}methanol

HRID 1738260Notes

Reaction equation

HRID 1738260 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][N:9]=2)[CH:4]=[C:3]1[C:11](OCC)=[O:12].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[OH:12][CH2:11][C:3]1[N:2]([CH3:1])[C:10]2[C:5]([CH:4]=1)=[CH:6][CH:7]=[CH:8][N:9]=2

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 23298335ethyl 1-methyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

Product 1

HCID 23298289{1-methyl-1H-pyrrolo[2,3-b]pyridin-2-yl}methanolYield 106.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A procedure similar to that described in Preparation 2 was repeated, except that 130 mg of ethyl 1-methyl-7-azaindole-2-carboxylate (prepared as described in Preparation 80), 23 mg of lithium aluminum hydride and 2 ml of tetrahydrofuran were used, to give 110 mg of the title compound having Rf=0.47 (on silica gel thin layer chromatography using a 3:1 by volume mixture of hexane and ethyl acetate as the developing solvent).

Workup

  1. customA procedure similar to that described in Preparation 2

Sources & evidence

ORD record
ord-c790138c8897456da7655ceaaa9817b7
Source dataset
uspto-grants-1999_10
Patent number
US05962470

Reaction notes

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