Hydrochloric Acid → HCID 22052342, compound

HRID 967464Notes

Reaction equation

HRID 967464 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-4646e802589b49c5a96c07fc20f0bfd1
Source dataset
uspto-grants-2005_10
Patent number
US06953857B2

Reaction notes

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