Hydrochloric Acid → HCID 18545516, compound

HRID 1267134Notes

Reaction equation

HRID 1267134 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:40]=[CH:41][CH:42]=1)[CH2:8][N:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22]([C:24]3[C:25]([C:30]4[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:32][CH:31]=4)=[CH:26][CH:27]=[CH:28][CH:29]=3)=[O:23])=[CH:17][CH:16]=2)[CH2:11][CH2:10]1)([O:3]C)=[O:2].[OH-].[Na+].Cl>CCO>[F:39][C:36]([F:37])([F:38])[C:33]1[CH:34]=[CH:35][C:30]([C:25]2[C:24]([C:22]([NH:21][C:18]3[CH:17]=[CH:16][C:15]([N:12]4[CH2:11][CH2:10][N:9]([CH2:8][C:7]5[CH:6]=[C:5]([CH:42]=[CH:41][CH:40]=5)[C:1]([OH:3])=[O:2])[CH2:14][CH2:13]4)=[CH:20][CH:19]=3)=[O:23])=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:31][CH:32]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53901163HCID 53901163, compound

Product 1

HCID 18545516HCID 18545516, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 4′-trifluoromethyl-biphenyl-2-carboxylic acid [4-[4-(3-carbomethoxy-benzyl)-piperazin-1-yl]-phenyl]-amide (1.6 g) in EtOH (100 mL) was added 1N sodium hydroxide (5.6 mL) and the mixture was stirred under reflux for 16 hours. The solution was cooled at room temperature and acidified with 1N hydrochloric acid (5.6 mL). The white precipitate obtained was filtered and recristallized from EtOH to give the title compound (1.4 g) as white crystals. m.p.: 225-227° C.

Workup

  1. temperatureunder reflux for 16 hours
  2. customThe white precipitate obtained
  3. filtrationwas filtered

Sources & evidence

ORD record
ord-9b6e744431c24055ae3c0badebcdb6be
Source dataset
uspto-grants-2003_04
Patent number
US06552022B1

Reaction notes

Loading…