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 271318Notes

Reaction equation

HRID 271318 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-fe4dc35a156f4bc69829cad063aa1349
Source dataset
uspto-grants-2008_11
Patent number
US07452905B2

Reaction notes

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