3-(Difluoromethoxy)benzaldehyde → 1-(3-(Difluoromethoxy)benzyl)-5-(2-ethoxy-6-fluorophenyl)-3-methylpyrrolidin-2-one

HRID 594705Notes

Reaction equation

HRID 594705 reaction equation
[NH2:1][CH:2]([C:11]1[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=1[O:18][CH2:19][CH3:20])[CH2:3][CH:4]([CH3:10])[C:5]([O:7]CC)=O.[F:21][CH:22]([F:32])[O:23][C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH:27]=O>>[F:21][CH:22]([F:32])[O:23][C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH2:27][N:1]1[CH:2]([C:11]2[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=2[O:18][CH2:19][CH3:20])[CH2:3][CH:4]([CH3:10])[C:5]1=[O:7]

Participants

3

Reactant 2

HCID 27369853-(Difluoromethoxy)benzaldehydeHCID 69083532Ethyl 4-amino-4-(2-ethoxy-6-fluorophenyl)-2-methylbutanoate

Product 1

HCID 690813821-(3-(Difluoromethoxy)benzyl)-5-(2-ethoxy-6-fluorophenyl)-3-methylpyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of ethyl 4-amino-4-(2-ethoxy-6-fluorophenyl)-2-methylbutanoate with commercially available 3-(difluoromethoxy)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.90 min.; [M+H]+: 394.02 g/mol.

Workup

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

Sources & evidence

ORD record
ord-66762d6eb78e4948bcd9835ef209a24c
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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