6-(2,6-Dimethoxyphenyl)piperidin-2-one → 5-(2,6-Dimethoxyphenyl)-3-methylpyrrolidin-2-one

HRID 594339Notes

Reaction equation

HRID 594339 reaction equation
[NH2:1][CH:2]([C:11]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=1[O:19][CH3:20])[CH2:3][CH:4]([CH3:10])[C:5](OCC)=[O:6].COC1C=CC=C(OC)C=1C1NC(=O)CCC1>>[CH3:20][O:19][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]([O:17][CH3:18])[C:11]=1[CH:2]1[NH:1][C:5](=[O:6])[CH:4]([CH3:10])[CH2:3]1

Participants

3

Reactant 2

HCID 690825266-(2,6-Dimethoxyphenyl)piperidin-2-oneHCID 69085588Ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoate

Product 1

HCID 690801435-(2,6-Dimethoxyphenyl)-3-methylpyrrolidin-2-one

Procedure

5-(2,6-Dimethoxyphenyl)-3-methylpyrrolidin-2-one was prepared from ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoate according to the procedure described for 6-(2,6-dimethoxyphenyl)piperidin-2-one. Subsequent purification by FC (DCM/MeOH=20/1) afforded 5-(2,6-dimethoxyphenyl)-3-methylpyrrolidin-2-one as a light orange solid. LC-MS (conditions D): tR=0.84 min.; [M+H]+: 236.43 g/mol.

Workup

  1. customSubsequent purification by FC (DCM/MeOH=20/1)

Sources & evidence

ORD record
ord-bd11ac94199e490a9bb7bc985002b7ec
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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