tert-Butyl acrylate → methyl({1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}methyl)amine

HRID 1361952Notes

Reaction equation

HRID 1361952 reaction equation
C(OC(C)(C)C)(=O)C=C.[CH3:10][N:11]1[C:15]2=[N:16][CH:17]=[CH:18][CH:19]=[C:14]2[C:13]([CH:20]=O)=[CH:12]1.[CH3:22][N:23]1C2C(=CC=CC=2)C(C)=C1C=O>>[CH3:10][N:11]1[C:15]2=[N:16][CH:17]=[CH:18][CH:19]=[C:14]2[C:13]([CH2:20][NH:23][CH3:22])=[CH:12]1

Participants

4

Reactant 3

HCID 15458tert-Butyl acrylateHCID 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-cd34cd447ba243b5aa4e164f09736b50
Source dataset
uspto-grants-2011_02
Patent number
US07879872B2

Reaction notes

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