2-(3-Oxobutyl)isoindoline-1,3-dione → 3-{4-[2-(4-Trifluoromethoxy-phenyl)-benzo[1,3]dioxol-2-yl]-piperidin-1-yl}-butylamine

HRID 1726255Notes

Reaction equation

HRID 1726255 reaction equation
[F:1][C:2]([F:26])([F:25])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2([CH:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)[O:14][C:13]3[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=3[O:11]2)=[CH:6][CH:5]=1.O=[C:28]([CH3:42])[CH2:29][CH2:30][N:31]1C(=O)C2C(=CC=CC=2)C1=O>>[F:26][C:2]([F:1])([F:25])[O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2([CH:19]3[CH2:20][CH2:21][N:22]([CH:28]([CH3:42])[CH2:29][CH2:30][NH2:31])[CH2:23][CH2:24]3)[O:14][C:13]3[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=3[O:11]2)=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 2907282-(3-Oxobutyl)isoindoline-1,3-dioneHCID 68970470HCID 68970470, compound

Product 1

HCID 689729793-{4-[2-(4-Trifluoromethoxy-phenyl)-benzo[1,3]dioxol-2-yl]-piperidin-1-yl}-butylamine

Procedure

Using general procedure B with the above amine (260 mg, 0.712 mmol) and 2-(3-oxo-butyl)-isoindole-1,3-dione (309 mg, 1.42 mmol) and then using general procedure D gave 3-{4-[2-(4-trifluoromethoxy-phenyl)-benzo[1,3]dioxol-2-yl]-piperidin-1-yl}-butylamine as a white solid (193 mg, 63% over 2 steps).

Sources & evidence

ORD record
ord-159aa19fdef7448995e24d1083e6923e
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

Loading…