Methanol → 3-(3-Methoxycarbonylprop-2-ynyl)-2-(3-pyridyl)indole

HRID 1980876Notes

Reaction equation

HRID 1980876 reaction equation
[OH-].[Li+].[C:3]([C:6]#[C:7][CH2:8][C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:11][C:10]=1[C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1)([OH:5])=[O:4].[CH3:24]O>>[CH3:24][O:4][C:3]([C:6]#[C:7][CH2:8][C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:11][C:10]=1[C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1)=[O:5]

Participants

4

Reactant 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 536571423-(3-Carboxyprop-2-ynyl)-2-(3-pyridyl) indole

Product 1

HCID 204008033-(3-Methoxycarbonylprop-2-ynyl)-2-(3-pyridyl)indole

Procedure

Treatment of 330 mg of 3-(3-methoxycarbonylprop-2-ynyl)-2-(3-pyridyl)indole in 10 ml of methanol with 3.0 ml of aqueous 1N lithium hydroxide at room temperature yields 3-(3-carboxyprop-2-ynyl)-2-(3-pyridyl) indole.

Sources & evidence

ORD record
ord-d1695d59b191427eae4178246ba59948
Source dataset
uspto-grants-1985_04
Patent number
US04511573

Reaction notes

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