Aluminium lithium hydride → 1H-Pyrrolo[2,3-b]pyridine-1-ethanol

HRID 356271Notes

Reaction equation

HRID 356271 reaction equation
[N:1]1([CH2:10][C:11](OC)=[O:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][N:8]=2)[CH:3]=[CH:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[N:1]1([CH2:10][CH2:11][OH:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][N:8]=2)[CH:3]=[CH:2]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 23298344methyl 2-(1H-pyrrolo[2,3-b]pyridin-1-yl)acetate

Product 1

HCID 132853571H-Pyrrolo[2,3-b]pyridine-1-ethanolYield 87.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A procedure similar to that described in Preparation 2 was repeated, except that 7.50 g of methyl 7-azaindol-1-acetate (prepared as described in Preparation 17), 1.80 g of lithium aluminum hydride and 260 ml of anhydrous tetrahydrofuran were used, to give 5.57 g of the title compound, melting at 52.7°-53.3° C.

Workup

  1. customA procedure similar to that described in Preparation 2

Sources & evidence

ORD record
ord-55bfae11fed14fc2a0c9104d50318b13
Source dataset
uspto-grants-1998_11
Patent number
US05834501

Reaction notes

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