2-(4-(4-(2-Methoxyphenyl)piperazin-1-yl)-3-hydroxybutyl)isoindoline-1,3-dione → 4-Amino-1-(4-(2-methoxy-phenyl)-piperazin-1-yl)-butan-2-ol

HRID 404581Notes

Reaction equation

HRID 404581 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH:16]([OH:30])[CH2:17][CH2:18][N:19]2C(=O)C3C(=CC=CC=3)C2=O)[CH2:11][CH2:10]1.ClC1C(Cl)=CC=CC=1N1CCN(CC(O)CC)CC1>>[NH2:19][CH2:18][CH2:17][CH:16]([OH:30])[CH2:15][N:12]1[CH2:13][CH2:14][N:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[CH2:10][CH2:11]1

Participants

3

Reactant 2

HCID 685054142-(4-(4-(2-Methoxyphenyl)piperazin-1-yl)-3-hydroxybutyl)isoindoline-1,3-dioneHCID 866467634-(2,3-Dichlorophenyl)piperazin-1-yl-butan-2-ol

Product 1

HCID 685017314-Amino-1-(4-(2-methoxy-phenyl)-piperazin-1-yl)-butan-2-olYield 69%

Procedure

Prepared from 26b in a similar fashion as described above for 27a. Yield: 69%. Wax. 1H NMR (CDCl3): δ 1.59 (m, 2H), 2.41 (m, 2H), 2.57 (m, 2H), 2.79-2.81 (m, 9H), 3.86 (s, 3H), 3.91 (m, 1H), 6.86 (d, J 7.5, 1H), 6.91-6.96 (m, 2H), 6.98-7.03 (m, 1H). 13C NMR (CDCl3): δ 37.3, 39.7, 50.9, 53.6, 55.5, 64.5, 66.2, 111.2, 118.3, 121.1, 123.1, 141.3, 152.3.

Sources & evidence

ORD record
ord-325775247ea148c5b601c3671c3c9dc3
Source dataset
uspto-grants-2014_06
Patent number
US08748608B2

Reaction notes

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