2-(3-Oxobutyl)isoindoline-1,3-dione → HCID 68777495, compound

HRID 1711177Notes

Reaction equation

HRID 1711177 reaction equation
[C:1]1([C@@H:7]2[CH2:11][O:10][C:9](=[O:12])[N:8]2[CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O=[C:20]([CH3:34])[CH2:21][CH2:22][N:23]1C(=O)C2C(=CC=CC=2)C1=O>>[NH2:23][CH2:22][CH2:21][CH:20]([N:16]1[CH2:17][CH2:18][CH:13]([N:8]2[C@H:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH2:11][O:10][C:9]2=[O:12])[CH2:14][CH2:15]1)[CH3:34]

Participants

3

Reactant 2

HCID 2907282-(3-Oxobutyl)isoindoline-1,3-dioneHCID 51064064HCID 51064064, compound

Product 1

HCID 68777495HCID 68777495, compoundYield 62.2%

Procedure

Using general procedure B with the above amine (101 mg, 0.41 mmol) and 2-(3-oxo-butyl)-isoindole-1,3-dione (179 mg, 0.82 mmol) followed by general procedure D gave (R)-3-[1-(3-amino-1-methyl-propyl)-piperidin-4-yl]-4-phenyl-oxazolidin-2-one (81 mg, 62% over 2 steps).

Sources & evidence

ORD record
ord-b92586f0677c4f2ba7da4dfc0c47391b
Source dataset
uspto-grants-2010_09
Patent number
US07790747B2

Reaction notes

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