Hydrochloric Acid → (2S)-2-(2-chloro-6-methyl-benzoylamino)-3-[4-(4-methyl-1,3-dioxo-1,3-dihydroisoindole-2-yl)phenyl]propionic acid

HRID 2356991Notes

Reaction equation

HRID 2356991 reaction equation
C([O:3][C:4](=[O:36])[C@@H:5]([NH:25][C:26](=[O:35])[C:27]1[C:32]([CH3:33])=[CH:31][CH:30]=[CH:29][C:28]=1[Cl:34])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[C:21](=[O:22])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][C:19]=3[CH3:23])[C:14]2=[O:24])=[CH:9][CH:8]=1)C.Cl>>[Cl:34][C:28]1[CH:29]=[CH:30][CH:31]=[C:32]([CH3:33])[C:27]=1[C:26]([NH:25][C@@H:5]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[C:21](=[O:22])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][C:19]=3[CH3:23])[C:14]2=[O:24])=[CH:9][CH:8]=1)[C:4]([OH:36])=[O:3])=[O:35]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 68456847(2S)-2-(2-chloro-6-methyl-benzoylamino)-3-[4-(4-methyl-1,3-dioxo-1,3-dihydroisoindole-2-yl)phenyl]propionic acid ethylester

Product 1

HCID 68459783(2S)-2-(2-chloro-6-methyl-benzoylamino)-3-[4-(4-methyl-1,3-dioxo-1,3-dihydroisoindole-2-yl)phenyl]propionic acid

Conditions

Temperature
80 °C

Procedure

The mixture of (2S)-2-(2-chloro-6-methyl-benzoylamino)-3-[4-(4-methyl-1,3-dioxo-1,3-dihydroisoindole-2-yl)phenyl]propionic acid ethylester and 3N hydrochloric acid was stirred at 80° C. overnight. The solvent was removed and the residue was purified by reverse phase HPLC to obtain the title compound.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-e39d412985e3452ba957f32c5e785f64
Source dataset
uspto-grants-2010_07
Patent number
US07759388B2

Reaction notes

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