4-(2-Fluoroethoxy)benzaldehyde → 5-(2,6-Dimethoxyphenyl)-1-(4-(2-fluoroethoxy)benzyl)-3-methylpyrrolidin-2-one

HRID 594745

Reaction equation

HRID 594745 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]([O:7]CC)=O.[F:21][CH2:22][CH2:23][O:24][C:25]1[CH:32]=[CH:31][C:28]([CH:29]=O)=[CH:27][CH:26]=1>>[CH3:18][O:17][C:16]1[CH:15]=[CH:14][CH:13]=[C:12]([O:19][CH3:20])[C:11]=1[CH:2]1[N:1]([CH2:29][C:28]2[CH:27]=[CH:26][C:25]([O:24][CH2:23][CH2:22][F:21])=[CH:32][CH:31]=2)[C:5](=[O:7])[CH:4]([CH3:10])[CH2:3]1

Participants

3

Reactant 2

HCID 150586494-(2-Fluoroethoxy)benzaldehydeHCID 69085588Ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoate

Product 1

HCID 866956655-(2,6-Dimethoxyphenyl)-1-(4-(2-fluoroethoxy)benzyl)-3-methylpyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoate with 4-(2-fluoroethoxy)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.81 min.; [M+H]+: 388.05 g/mol.

Workup

  1. customPrepared
  2. customSubsequent purification by preparative HPLC
  3. customafforded the target compound

Sources & evidence

ORD record
ord-675eb294a733433cb140958709bea523
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Linked notes

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