1,3-dimethyl-1H-indole-2-carbaldehyde → 2,3-dihydro-8-(methylaminomethyl)-1H-3a-azacyclopenta[a]indene

HRID 2112692Notes

Reaction equation

HRID 2112692 reaction equation
[CH3:1][N:2]1C2C(=CC=CC=2)C=C1CNC.[CH2:14]1[C:18]2=[C:19]([CH:26]=O)[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=3[N:17]2[CH2:16][CH2:15]1.CN1C2C(=CC=CC=2)C(C)=C1C=O>>[CH3:1][NH:2][CH2:26][C:19]1[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=2[N:17]2[CH2:16][CH2:15][CH2:14][C:18]=12

Participants

4

Reactant 3

HCID 27714681,3-dimethyl-1H-indole-2-carbaldehydeHCID 53239892,3-dihydro-1H-3a-azacyclopenta[a]indene-8-carboxaldehydeHCID 11401058methyl((1-methyl-1H-indol-2-yl)methyl)amine

Product 1

HCID 221390482,3-dihydro-8-(methylaminomethyl)-1H-3a-azacyclopenta[a]indeneYield 54%

Procedure

According to the procedure of Preparation 40 (c), except substituting 2,3-dihydro-1H-3a-azacyclopenta[a]indene-8-carboxaldehyde (0.17 g, 0.92 mmole) for the 1,3-dimethyl-1H-indole-2-carboxaldehyde, the title compound (0.1 g, 54%) was prepared as a yellow oil: MS (ES) m/e 201 (M+H)+.

Sources & evidence

ORD record
ord-80c30d4bc788417284103d9526ad2a03
Source dataset
uspto-grants-2009_04
Patent number
US07524843B2

Reaction notes

Loading…