2-Phenyl-1,3-thiazole-4-carbaldehyde → 5-([1,1'-Biphenyl]-2-yl)-1-((2-phenylthiazol-4-yl)methyl)pyrrolidin-2-one

HRID 594673Notes

Reaction equation

HRID 594673 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.[C:21]1([C:27]2[S:28][CH:29]=[C:30]([CH:32]=O)[N:31]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=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]([CH2:32][C:30]2[N:31]=[C:27]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[S:28][CH:29]=2)[C:10](=[O:12])[CH2:9][CH2:8]1

Participants

3

Reactant 2

HCID 7365242-Phenyl-1,3-thiazole-4-carbaldehydeHCID 69084601Methyl 4-([1,1'-biphenyl]-2-yl)-4-aminobutanoate

Product 1

HCID 690819025-([1,1'-Biphenyl]-2-yl)-1-((2-phenylthiazol-4-yl)methyl)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 2-phenylthiazole-4-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.96 min.; [M+H]+: 410.81 g/mol.

Workup

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

Sources & evidence

ORD record
ord-039c4733caae40068d25fd9ba81e05fb
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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