1,3-dimethyl-1H-indole-2-carbaldehyde → methyl({1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}methyl)amine

HRID 18233Notes

Reaction equation

HRID 18233 reaction equation
[CH3:1][N:2]1[C:6]2=[N:7][CH:8]=[CH:9][CH:10]=[C:5]2[C:4]([CH:11]=O)=[CH:3]1.[CH3:13][N:14]1C2C(=CC=CC=2)C(C)=C1C=O>>[CH3:1][N:2]1[C:6]2=[N:7][CH:8]=[CH:9][CH:10]=[C:5]2[C:4]([CH2:11][NH:14][CH3:13])=[CH:3]1

Participants

3

Reactant 2

HCID 27714681,3-dimethyl-1H-indole-2-carbaldehydeHCID 104419601-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde

Product 1

HCID 22139044methyl({1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}methyl)amineYield 45%

Procedure

According to the procedure of Preparation 13 (c), except substituting 1-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (0.4 g, 2.5 mmole) for the 1,3-dimethyl-1H-indole-2-carboxaldehyde, the title compound (0.2 g, 45%) was prepared as a yellow oil: MS (ES) m/e 176 (M+H)+.

Sources & evidence

ORD record
ord-19d61b4c1c814dddbb8d948148342423
Source dataset
uspto-grants-2010_06
Patent number
US07741339B2

Reaction notes

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