Hydrochloric Acid → HCID 178489893, compound

HRID 1009333Notes

Reaction equation

HRID 1009333 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[NH:14][C:13](/[CH:15]=[CH:16]/[C:17]3[CH:22]=[CH:21][C:20]([N:23]4[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24]4)=[C:19]([O:29][CH3:30])[CH:18]=3)=[N:12][C:11]=2[C:31]([O:33]C)=[O:32])=[CH:6][CH:5]=1.Cl>CO>[F:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[NH:14][C:13](/[CH:15]=[CH:16]/[C:17]3[CH:22]=[CH:21][C:20]([N:23]4[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24]4)=[C:19]([O:29][CH3:30])[CH:18]=3)=[N:12][C:11]=2[C:31]([OH:33])=[O:32])=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178499085HCID 178499085, compound

Product 1

HCID 178489893HCID 178489893, compoundYield 100.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

A 2 N sodium hydroxide solution (1 mL) was added to a solution of methyl 5-(4-fluorophenyl)-2-{(E)-2-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]vinyl}-1H-imidazole-4-carboxylate (143 mg) in methanol (1 mL), and the reaction solution was stirred at room temperature for 1.5 hours and at 80° C. for 17 hours. The reaction solution was left to cool to room temperature. Then, 2 N hydrochloric acid (1 mL) was added to the reaction solution, which was then stirred at room temperature for 30 minutes. The solid precipitated from the reaction solution was collected by filtration to obtain 139 mg of the title compound.

Workup

  1. waitThe reaction solution was left
  2. temperatureto cool to room temperature
  3. stirringwas then stirred at room temperature for 30 minutes
  4. customThe solid precipitated from the reaction solution
  5. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-fdea01bd020c41ee9bad7d0ca4659c25
Source dataset
uspto-grants-2011_07
Patent number
US07973033B2

Reaction notes

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