2-(3-Oxobutyl)isoindoline-1,3-dione → HCID 68973978, compound

HRID 1726270Notes

Reaction equation

HRID 1726270 reaction equation
[F:1][C:2]1[CH:26]=[CH:25][C:5]2[O:6][C:7]([CH:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)([C:9]3[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=3)[O:8][C:4]=2[CH:3]=1.O=[C:28]([CH3:42])[CH2:29][CH2:30][N:31]1C(=O)C2C(=CC=CC=2)C1=O>>[F:1][C:2]1[CH:26]=[CH:25][C:5]2[O:6][C:7]([CH:19]3[CH2:20][CH2:21][N:22]([CH:28]([CH3:42])[CH2:29][CH2:30][NH2:31])[CH2:23][CH2:24]3)([C:9]3[CH:14]=[CH:13][C:12]([C:15]([F:16])([F:17])[F:18])=[CH:11][CH:10]=3)[O:8][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 2907282-(3-Oxobutyl)isoindoline-1,3-dioneHCID 68970780HCID 68970780, compound

Product 1

HCID 68973978HCID 68973978, compound

Procedure

Using general procedure B with the above amine (59 mg, 0.16 mmol) and 2-(3-oxo-butyl)-isoindole-1,3-dione (70 mg, 0.32 mmol) and then using general procedure D gave 3-{4-[5-fluoro-2-(4-trifluoromethyl-phenyl)-benzo[1,3]dioxol-2-yl]-piperidin-1-yl}-butylamine as a white solid (35 mg, 51% over 2 steps).

Sources & evidence

ORD record
ord-37b84254ccc14eb587e90d3ab6fc5db4
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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