Ibuprofen, (+-)- → 2-(4-Isobutyl-phenyl)-N-[4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-propionamide

HRID 457885Notes

Reaction equation

HRID 457885 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH3:15])[C:12]([OH:14])=O)=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].[CH3:16][C:17]1[N:18]=[C:19]([NH2:28])[S:20][C:21]=1[CH2:22][CH2:23][O:24][N+:25]([O-:27])=[O:26]>>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]([CH3:15])[C:12]([NH:28][C:19]2[S:20][C:21]([CH2:22][CH2:23][O:24][N+:25]([O-:27])=[O:26])=[C:17]([CH3:16])[N:18]=2)=[O:14])=[CH:9][CH:10]=1)[CH:2]([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 3672Ibuprofen, (+-)-HCID 115574994-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-ylamine

Product 1

HCID 184408322-(4-Isobutyl-phenyl)-N-[4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-propionamideYield 63%

Procedure

Pet-152 was prepared according to the general procedure described hereinabove and the procedure described above for the preparation of Pet-154, using 2-(4-isobutyl-phenyl)-propionic acid (Ibuprofen) and 4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-ylamine (Pet-10) as the starting materials, in an overall yield of 63%.

Workup

  1. customPet-152 was prepared
  2. customthe procedure described above for the preparation of Pet-154

Sources & evidence

ORD record
ord-33d3721b9e814d78afff8982c66dc393
Source dataset
uspto-grants-2007_03
Patent number
US07189750B2

Reaction notes

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