2-(3-Oxobutyl)isoindoline-1,3-dione → HCID 57563194, compound

HRID 1726247Notes

Reaction equation

HRID 1726247 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)[O:12][C:11]3[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=3[O:9]2)=[CH:4][CH:3]=1.O=[C:24]([CH3:38])[CH2:25][CH2:26][N:27]1C(=O)C2C(=CC=CC=2)C1=O>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH:17]3[CH2:22][CH2:21][N:20]([CH:24]([CH3:38])[CH2:25][CH2:26][NH2:27])[CH2:19][CH2:18]3)[O:12][C:11]3[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=3[O:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 2907282-(3-Oxobutyl)isoindoline-1,3-dioneHCID 68970773HCID 68970773, compound

Product 1

HCID 57563194HCID 57563194, compoundYield 59.3%

Procedure

Using general procedure B with the above amine (400 mg, 1.11 mmol) and 2-(3-oxo-butyl)-isoindole-1,3-dione (482 mg, 2.22 mmol) and then using general procedure D gave 3-{4-[2-(4-bromophenyl)-benzo[1,3]dioxol-2-yl]-piperidin-1-yl}-butylamine (284 mg, 59% over 2 steps) as a colorless oil.

Sources & evidence

ORD record
ord-79d29d18cbfc49c09ce0ed2a9fd10635
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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