Methyl 2,2-dimethyl-5-methylthio-4-oxopentanoate → 1(p-Chlorobenzyl)-alpha,alpha-dimethyl-3-methylthio-5-(iso-propyl)-indole-2-propanoic acid

HRID 483416Notes

Reaction equation

HRID 483416 reaction equation
Cl.[Cl:2][C:3]1[CH:20]=[CH:19][C:6]([CH2:7][N:8]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]([CH3:18])[CH3:17])=[CH:12][CH:11]=2)N)=[CH:5][CH:4]=1.[CH3:21][C:22]([CH3:33])([CH2:27][C:28](=O)[CH2:29][S:30][CH3:31])[C:23]([O:25]C)=[O:24]>>[Cl:2][C:3]1[CH:20]=[CH:19][C:6]([CH2:7][N:8]2[C:10]3[C:15](=[CH:14][C:13]([CH:16]([CH3:18])[CH3:17])=[CH:12][CH:11]=3)[C:29]([S:30][CH3:31])=[C:28]2[CH2:27][C:22]([CH3:33])([CH3:21])[C:23]([OH:25])=[O:24])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 15035406Methyl 2,2-dimethyl-5-methylthio-4-oxopentanoateHCID 197523941-(4-Chlorobenzyl)-1-[4-(isopropyl)phenyl]hydrazine, Hydrochloride

Product 1

HCID 150353881(p-Chlorobenzyl)-alpha,alpha-dimethyl-3-methylthio-5-(iso-propyl)-indole-2-propanoic acid

Procedure

Following the procedure of Example 10, but using 1-(p-chlorobenzyl)-1-[4-(i-propyl)phenyl]hydrazine hydrochloride and methyl 2,2-dimethyl-5-methylthio-4-oxopentanoate as starting materials and hydrolysis at reflux, the title compound was prepared, mp 143°-144°.

Workup

  1. custommaterials and hydrolysis
  2. temperatureat reflux

Sources & evidence

ORD record
ord-d30e1be3afac4645be8320dda57c7983
Source dataset
uspto-grants-1993_07
Patent number
US05225421

Reaction notes

Loading…