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

HRID 594672Notes

Reaction equation

HRID 594672 reaction equation
[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([NH2:14])[CH2:8][CH2:9][C:10]([O:12]C)=O.[F:21][C:22]([F:33])([F:32])[O:23][C:24]1[CH:31]=[CH:30][C:27]([CH:28]=O)=[CH:26][CH:25]=1>>[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]1[N:14]([CH2:28][C:27]2[CH:30]=[CH:31][C:24]([O:23][C:22]([F:21])([F:32])[F:33])=[CH:25][CH:26]=2)[C:10](=[O:12])[CH2:9][CH2:8]1

Participants

3

Reactant 2

HCID 69573p-(Trifluoromethoxy)benzaldehydeHCID 69084601Methyl 4-([1,1'-biphenyl]-2-yl)-4-aminobutanoate

Product 1

HCID 690836195-([1,1'-Biphenyl]-2-yl)-1-(4-(trifluoromethoxy)benzyl)pyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of methyl 4-([1,1′-biphenyl]-2-yl)-4-aminobutanoate with commercially available 4-(trifluoromethoxy)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.99 min.; [M+H]+: 411.89 g/mol.

Workup

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

Sources & evidence

ORD record
ord-75df54a036604439a20a4e4053afa07b
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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