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

HRID 2112690Notes

Reaction equation

HRID 2112690 reaction equation
[CH3:1][N:2]1C2C(=CC=CC=2)C=C1CNC.[CH3:14][N:15]1[C:19]2=[N:20][CH:21]=[CH:22][CH:23]=[C:18]2[C:17]([CH:24]=O)=[CH:16]1.CN1C2C(=CC=CC=2)C(C)=C1C=O>>[CH3:14][N:15]1[C:19]2=[N:20][CH:21]=[CH:22][CH:23]=[C:18]2[C:17]([CH2:24][NH:2][CH3:1])=[CH:16]1

Participants

4

Reactant 3

HCID 27714681,3-dimethyl-1H-indole-2-carbaldehydeHCID 104419601-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehydeHCID 11401058methyl((1-methyl-1H-indol-2-yl)methyl)amine

Product 1

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

Procedure

According to the procedure of Preparation 40 (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-b52713bb5a0a4b26acb26417b81d7fa8
Source dataset
uspto-grants-2009_04
Patent number
US07524843B2

Reaction notes

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