Hydrochloric Acid → 2-(3,4-Dichloro-phenyl)-4-(4-methanesulfonyl-piperazin-1-yl)-butyric acid

HRID 734272Notes

Reaction equation

HRID 734272 reaction equation
C[O:2][C:3](=[O:25])[CH:4]([C:17]1[CH:22]=[CH:21][C:20]([Cl:23])=[C:19]([Cl:24])[CH:18]=1)[CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][N:10]([S:13]([CH3:16])(=[O:15])=[O:14])[CH2:9][CH2:8]1.O[Li].O.Cl>O.C1COCC1>[Cl:24][C:19]1[CH:18]=[C:17]([CH:4]([CH2:5][CH2:6][N:7]2[CH2:8][CH2:9][N:10]([S:13]([CH3:16])(=[O:15])=[O:14])[CH2:11][CH2:12]2)[C:3]([OH:25])=[O:2])[CH:22]=[CH:21][C:20]=1[Cl:23]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 578435832-(3,4-Dichloro-phenyl)-4-(4-methanesulfonyl-piperazin-1-yl)-butyric acid methyl ester

Product 1

HCID 578435372-(3,4-Dichloro-phenyl)-4-(4-methanesulfonyl-piperazin-1-yl)-butyric acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 1.42 g (3.4 mmol) 2-(3,4-dichloro-phenyl)-4-(4-methanesulfonyl-piperazin-1-yl)-butyric acid methyl ester and 0.182 g (4.3 mmol) LiOH.H2O in 30 mL water and 30 mL THF was heated to reflux for 1 h. The mixture was treated with 4N HCl aq. and evaporated to dryness. The residue was used without further purification in the subsequent step. MS(m/e): 395.0 (MH+).

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 1 h
  3. customevaporated to dryness
  4. customThe residue was used without further purification in the subsequent step

Sources & evidence

ORD record
ord-629ff1debda24c2f8640df5c41b65f40
Source dataset
uspto-grants-2009_09
Patent number
US07592345B2

Reaction notes

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