2-(3-Oxobutyl)isoindoline-1,3-dione → HCID 57563084, compound

HRID 1726248Notes

Reaction equation

HRID 1726248 reaction equation
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2([CH:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[O:13][C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[O:10]2)=[CH:5][CH:4]=1.O=[C:27]([CH3:41])[CH2:28][CH2:29][N:30]1C(=O)C2C(=CC=CC=2)C1=O>>[F:25][C:2]([F:1])([F:24])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2([CH:18]3[CH2:19][CH2:20][N:21]([CH:27]([CH3:41])[CH2:28][CH2:29][NH2:30])[CH2:22][CH2:23]3)[O:13][C:12]3[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=3[O:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 2907282-(3-Oxobutyl)isoindoline-1,3-dioneHCID 68971761HCID 68971761, compound

Product 1

HCID 57563084HCID 57563084, compoundYield 69.2%

Procedure

Using general procedure B with the above amine (115 mg, 0.330 mmol) and 2-(3-oxo-butyl)-isoindole-1,3-dione (143 mg, 0.660 mmol) and then using general procedure D gave 3-{4-[2-(4-trifluoromethyl-phenyl)-benzo[1,3]dioxol-2-yl]-piperidin-1-yl}-butylamine (96 mg, 69% over 2 steps) as a colorless oil.

Sources & evidence

ORD record
ord-d191576cdbc540d8ba79f55c72020bc3
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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