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

HRID 18239Notes

Reaction equation

HRID 18239 reaction equation
[CH2:1]1[C:5]2=[C:6]([CH:13]=O)[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[N:4]2[CH2:3][CH2:2]1.[CH3:15][N:16]1C2C(=CC=CC=2)C(C)=C1C=O>>[CH3:15][NH:16][CH2:13][C:6]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=2[N:4]2[CH2:3][CH2:2][CH2:1][C:5]=12

Participants

3

Reactant 2

HCID 27714681,3-dimethyl-1H-indole-2-carbaldehydeHCID 53239892,3-dihydro-1H-3a-azacyclopenta[a]indene-8-carboxaldehyde

Product 1

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

Procedure

According to the procedure of Preparation 13 (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-a2da06eee0134b8e87d91a037684dd14
Source dataset
uspto-grants-2010_06
Patent number
US07741339B2

Reaction notes

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