3-(2-Methyl-1,3-thiazol-4-yl)benzaldehyde → 6-([1,1'-Biphenyl]-2-yl)-1-(3-(2-methylthiazol-4-yl)benzyl)piperidin-2-one

HRID 594668Notes

Reaction equation

HRID 594668 reaction equation
[C:1]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([NH2:15])[CH2:8][CH2:9][CH2:10][C:11]([O:13]C)=O.[CH3:22][C:23]1[S:24][CH:25]=[C:26]([C:28]2[CH:29]=[C:30]([CH:33]=[CH:34][CH:35]=2)[CH:31]=O)[N:27]=1>>[C:1]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]1[N:15]([CH2:31][C:30]2[CH:33]=[CH:34][CH:35]=[C:28]([C:26]3[N:27]=[C:23]([CH3:22])[S:24][CH:25]=3)[CH:29]=2)[C:11](=[O:13])[CH2:10][CH2:9][CH2:8]1

Participants

3

Reactant 2

HCID 71277823-(2-Methyl-1,3-thiazol-4-yl)benzaldehydeHCID 69083690Methyl 5-([1,1'-biphenyl]-2-yl)-5-aminopentanoate

Product 1

HCID 690809876-([1,1'-Biphenyl]-2-yl)-1-(3-(2-methylthiazol-4-yl)benzyl)piperidin-2-one

Procedure

Prepared according to the described general procedure 1 (GP1) by reaction of methyl 5-([1,1′-biphenyl]-2-yl)-5-aminopentanoate with commercially available 3-(2-methylthiazol-4-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.95 min.; [M+H]+: 439.10 g/mol.

Workup

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

Sources & evidence

ORD record
ord-45c9389bb49a4187b7029abb31b85a04
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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