Hydrochloric Acid → HCID 22052342, compound

HRID 1831799Notes

Reaction equation

HRID 1831799 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1[CH2:10][CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:25]=[CH:26][C:27]=1[O:28][CH3:29])[C:16]([NH:18][CH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)=[O:17].[OH-].[Na+].Br[CH2:33][C:34]([OH:36])=[O:35].Cl>CCO.O>[Cl:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1[CH2:10][CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:25]=[CH:26][C:27]=1[O:28][CH3:29])[C:16]([NH:18][CH:19]1[CH2:24][CH2:23][N:22]([CH2:33][C:34]([OH:36])=[O:35])[CH2:21][CH2:20]1)=[O:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6227Bromoacetic AcidHCID 14798Sodium HydroxideHCID 22052385HCID 22052385, compound

Product 1

HCID 22052342HCID 22052342, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

To 360 mg 3-[2-(2,4-Dichloro-phenyl)-ethoxy]-4-methoxy-N-piperidin-4-yl-benzamide hydrochloride and 162 mg NaOH in 20 ml EtOH/H2O 1:1 142 mg bromo acetic acid was added at RT. After stirring over night the reaction mixture was acidified with half concentrated HCl. After evaporation of the solvent the residue was coevaporated with toluene. The waxy brown solid was subjected to the subsequent reaction without further purification.

Workup

  1. customAfter evaporation of the solvent the residue
  2. customThe waxy brown solid was subjected to the subsequent reaction without further purification

Sources & evidence

ORD record
ord-6e3e3cf0428147679e99814efc0d8034
Source dataset
uspto-grants-2006_06
Patent number
US07067665B2

Reaction notes

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