3-(2-Methyl-1,3-thiazol-4-yl)benzaldehyde → 5-([1,1'-Biphenyl]-2-yl)-3-methyl-1-(3-(2-methylthiazol-4-yl)benzyl)pyrrolidin-2-one

HRID 594675Notes

Reaction equation

HRID 594675 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]([O:12]CC)=O.[CH3:23][C:24]1[S:25][CH:26]=[C:27]([C:29]2[CH:30]=[C:31]([CH:34]=[CH:35][CH:36]=2)[CH:32]=O)[N:28]=1>>[C:1]1([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]1[N:16]([CH2:32][C:31]2[CH:34]=[CH:35][CH:36]=[C:29]([C:27]3[N:28]=[C:24]([CH3:23])[S:25][CH:26]=3)[CH:30]=2)[C:10](=[O:12])[CH:9]([CH3:15])[CH2:8]1

Participants

3

Reactant 2

HCID 71277823-(2-Methyl-1,3-thiazol-4-yl)benzaldehydeHCID 69082640Ethyl 4-([1,1'-biphenyl]-2-yl)-4-amino-2-methylbutanoate

Product 1

HCID 690837525-([1,1'-Biphenyl]-2-yl)-3-methyl-1-(3-(2-methylthiazol-4-yl)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 3-(2-methylthiazol-4-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.97 min.; [M+H]+: 439.03 g/mol.

Workup

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

Sources & evidence

ORD record
ord-201fc0ed7b894c4bbc92811a5b002a15
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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