Hydrochloric Acid → HCID 66777587, compound

HRID 406379Notes

Reaction equation

HRID 406379 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]2[N:22]=[C:12]3[CH:13]([C:17]([O:19]CC)=[O:18])[CH2:14][CH2:15][CH2:16][N:11]3[N:10]=2)[CH:6]=[CH:5][C:4]=1[N:23]1[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24]1.Cl>C1COCC1.CO.[OH-].[Na+]>[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]2[N:22]=[C:12]3[CH:13]([C:17]([OH:19])=[O:18])[CH2:14][CH2:15][CH2:16][N:11]3[N:10]=2)[CH:6]=[CH:5][C:4]=1[N:23]1[CH:27]=[C:26]([CH3:28])[N:25]=[CH:24]1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 66618936HCID 66618936, compound

Product 1

HCID 66777587HCID 66777587, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

Ethyl 2-[6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl]-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyridine-8-carboxylate (331 mg) was dissolved in a mixed solvent of THF (5 mL) and methanol (5 mL) A 5 N sodium hydroxide aqueous solution (693 μL) was added and the mixture was stirred at room temperature for two days. The reaction solution was neutralized with 5 N hydrochloric acid (693 μl), and then concentrated under reduced pressure to remove the organic solvent. Methanol (2 mL) was added to the residue, and the precipitated salt was separated by filtration. Thereafter, the filtrate was concentrated under reduced pressure to obtain the title compound.

Workup

  1. additionwas added
  2. concentrationconcentrated under reduced pressure
  3. customto remove the organic solvent
  4. additionMethanol (2 mL) was added to the residue
  5. customthe precipitated salt was separated by filtration
  6. concentrationThereafter, the filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-9241844768ac4ae68083f63519c6cf3c
Source dataset
uspto-grants-2014_06
Patent number
US08754100B2

Reaction notes

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