tert-Butyl acrylate → 2,3-dihydro-8-(methylaminomethyl)-1H-3a-azacyclopenta[a]indene

HRID 1361958Notes

Reaction equation

HRID 1361958 reaction equation
C(OC(C)(C)C)(=O)C=C.[CH2:10]1[C:14]2=[C:15]([CH:22]=O)[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=3[N:13]2[CH2:12][CH2:11]1.[CH3:24][N:25]1C2C(=CC=CC=2)C(C)=C1C=O>>[CH3:24][NH:25][CH2:22][C:15]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=2[N:13]2[CH2:12][CH2:11][CH2:10][C:14]=12

Participants

4

Reactant 3

HCID 15458tert-Butyl acrylateHCID 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[α]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-c66a235b131248f88429ef88d7532017
Source dataset
uspto-grants-2011_02
Patent number
US07879872B2

Reaction notes

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