p-(Trifluoromethoxy)benzaldehyde → 5-([1,1'-Biphenyl]-2-yl)-3-methyl-1-(4-(trifluoromethoxy)benzyl)pyrrolidin-2-one

HRID 594676Notes

Reaction equation

HRID 594676 reaction equation
[C:1]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([NH2:16])[CH2:8][CH:9]([CH3:15])[C:10](OCC)=[O:11].[F:23][C:24]([F:35])([F:34])[O:25][C:26]1[CH:33]=[CH:32][C:29]([CH:30]=O)=[CH:28][CH:27]=1>>[C:1]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]1[N:16]([CH2:30][C:29]2[CH:32]=[CH:33][C:26]([O:25][C:24]([F:35])([F:34])[F:23])=[CH:27][CH:28]=2)[C:10](=[O:11])[CH:9]([CH3:15])[CH2:8]1

Participants

3

Reactant 2

HCID 69573p-(Trifluoromethoxy)benzaldehydeHCID 69082640Ethyl 4-([1,1'-biphenyl]-2-yl)-4-amino-2-methylbutanoate

Product 1

HCID 690816675-([1,1'-Biphenyl]-2-yl)-3-methyl-1-(4-(trifluoromethoxy)benzyl)pyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of ethyl 4-([1,1′-biphenyl]-2-yl)-4-amino-2-methylbutanoate with commercially available 4-(trifluoromethoxy)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=1.03 min.; [M+H]+: 425.99 g/mol.

Workup

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

Sources & evidence

ORD record
ord-624a5db025da4d2786955f589938c365
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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