N-Methylbutylamine → HCID 67197930, compound

HRID 546603Notes

Reaction equation

HRID 546603 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15](=[O:16])[C:14]([CH3:18])([CH3:17])[N:13]([CH2:19][C:20]3[CH:25]=[CH:24][N:23]4[O:26][C:27](=S)[N:28]=[C:22]4[CH:21]=3)[C:12]2=[O:30])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:31][NH:32][CH2:33][CH2:34][CH2:35][CH3:36]>O1CCOCC1>[CH2:33]([N:32]([CH3:31])[C:27]([NH:28][C:22]1[CH:21]=[C:20]([CH2:19][N:13]2[C:14]([CH3:18])([CH3:17])[C:15](=[O:16])[N:11]([C:8]3[CH:7]=[CH:6][C:5]([C:1]([CH3:3])([CH3:4])[CH3:2])=[CH:10][CH:9]=3)[C:12]2=[O:30])[CH:25]=[CH:24][N:23]=1)=[O:26])[CH2:34][CH2:35][CH3:36]

Participants

4

Reactant 2

HCID 8068N-MethylbutylamineHCID 576259753-(4-tert-butylphenyl)-5,5-dimethyl-1-[(2-thioxo-2H-[1,2,4]oxadiazolo[2,3-a]pyridin-7-yl)methyl]imidazolidine-2,4-dione

Product 1

HCID 67197930HCID 67197930, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

This compound may be prepared as obtained in stage c) of Example 9, but starting with 150 mg of 3-(4-tert-butylphenyl)-5,5-dimethyl-1-[(2-thioxo-2H-[1,2,4]oxadiazolo[2,3-a]pyridin-7-yl)methyl]imidazolidine-2,4-dione obtained in stage b) of Example 9, 3 mL of dioxane and 36.9 mg of N-methylbutan-1-amine. After chromatography on a column of silica, eluting with a mixture of heptane/ethyl acetate (gradient from 100/0 to 0/100 by volume), 77.8 mg of 1-butyl-3-(4-{[3-(4-tert-butyl-phenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl]methyl}pyridin-2-yl)-1-methylurea are obtained in the form of a white powder, the characteristics of which are as follows:

Workup

  1. customThis compound may be prepared
  2. customas obtained in stage c) of Example 9
  3. washAfter chromatography on a column of silica, eluting with a mixture of heptane/ethyl acetate (gradient from 100/0 to 0/100 by volume), 77.8 mg of 1-butyl-3-(4-{[3-(4-tert-butyl-phenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl]methyl}pyridin-2-yl)-1-methylurea
  4. customare obtained in the form of a white powder

Sources & evidence

ORD record
ord-ae5fbf6a5dfd4d3988706cbafb91655e
Source dataset
uspto-grants-2011_05
Patent number
US07935819B2

Reaction notes

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