2-(3-Oxobutyl)isoindoline-1,3-dione → HCID 68970462, compound

HRID 1726263Notes

Reaction equation

HRID 1726263 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2([C:16]3[CH:21]=[CH:20][C:19]([CH:22]([OH:24])[CH3:23])=[CH:18][CH:17]=3)[O:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[O:8]2)[CH2:3][CH2:2]1.O=[C:26]([CH3:40])[CH2:27][CH2:28][N:29]1C(=O)C2C(=CC=CC=2)C1=O>>[NH2:29][CH2:28][CH2:27][CH:26]([N:1]1[CH2:2][CH2:3][CH:4]([C:7]2([C:16]3[CH:17]=[CH:18][C:19]([CH:22]([OH:24])[CH3:23])=[CH:20][CH:21]=3)[O:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[O:11]2)[CH2:5][CH2:6]1)[CH3:40]

Participants

3

Reactant 2

HCID 2907282-(3-Oxobutyl)isoindoline-1,3-dioneHCID 68972781HCID 68972781, compound

Product 1

HCID 68970462HCID 68970462, compound

Procedure

Using general procedure B with the above amine (166 mg, 0.510 mmol) and 2-(3-oxo-butyl)-isoindole-1,3-dione (222 mg, 1.03 mmol) and then using general procedure D afforded 1-(4-{2-[1-(3-amino-1-methyl-propyl)-piperidin-4-yl]-benzo[1,3]dioxol-2-yl}-phenyl)-ethanol as a colourless oil (139 mg, 69% over 2 steps).

Sources & evidence

ORD record
ord-1797066b242c47e98dca0dfabdc7090b
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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