Sodium Hydroxide → 2,3-dihydro-1H-3a-azacyclopenta[a]indene-8-carboxaldehyde

HRID 1710558Notes

Reaction equation

HRID 1710558 reaction equation
[OH-:1].[Na+].C1C2=CC3C=CC=[CH:13][C:14]=3N2CC1.[CH3:15][N:16]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18]([CH3:25])=[CH:17]1>>[CH2:13]1[C:17]2=[C:18]([CH:25]=[O:1])[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:24]=3[N:16]2[CH2:15][CH2:14]1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 701301,3-DimethylindoleHCID 110008472,3-Dihydro-1H-pyrrolo[1,2-a]indole

Product 1

HCID 53239892,3-dihydro-1H-3a-azacyclopenta[a]indene-8-carboxaldehydeYield 60%

Procedure

According to the procedure of Preparation 40 (b), except substituting 2,3-dihydro-1H-3a-azacyclopenta[α]indene (J. Med. Chem. 1965, 8, 700; 0.24 g, 1.53 mmole) for the 1,3-dimethylindole, the title compound (0.17 g, 60%) was prepared as a yellow solid: MS (ES) m/e 186 (M+H)+.

Sources & evidence

ORD record
ord-dd71c17d789a4996a0679a306b526701
Source dataset
uspto-grants-2010_09
Patent number
US07790716B2

Reaction notes

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