Hydrochloric Acid → HCID 178470857, compound

HRID 1747544Notes

Reaction equation

HRID 1747544 reaction equation
C(OC[N:9]1[CH:13]=[C:12]([C:14]2[CH:19]=[CH:18][C:17]([CH:20]([O:24][CH2:25][CH3:26])[O:21][CH2:22][CH3:23])=[CH:16][N:15]=2)[N:11]=[N:10]1)(=O)C(C)(C)C.[OH-].[Na+].Cl.O>CO>[CH2:25]([O:24][CH:20]([O:21][CH2:22][CH3:23])[C:17]1[CH:18]=[CH:19][C:14]([C:12]2[N:11]=[N:10][NH:9][CH:13]=2)=[N:15][CH:16]=1)[CH3:26]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 86678197HCID 86678197, compound

Product 1

HCID 178470857HCID 178470857, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In methanol (12 mL) was dissolved (4-(5-(diethoxymethyl)pyridin-2-yl)-1H-1,2,3-triazol-1-yl)methyl pivalate (1.96 g, 5.41 mmol) obtained in Step 3. To the solution was added a 1 mol/L aqueous sodium hydroxide solution (11.9 mL, 11.9 mmol) and the mixture was stirred at room temperature for 5 minutes. To the reaction mixture were added 1 mol/L hydrochloric acid (11.9 mL) and water. Extraction with ethyl acetate, washing with saturated brine and drying over anhydrous sodium sulfate were performed. After filtration, the solvent in the filtrate was evaporated under reduced pressure to give 5-(diethoxymethyl)-2-(1H-1,2,3-triazol-4-yl) pyridine (1.34 g, 100% yield).

Workup

  1. extractionExtraction with ethyl acetate
  2. washwashing with saturated brine
  3. dry with materialdrying over anhydrous sodium sulfate
  4. filtrationAfter filtration
  5. customthe solvent in the filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-3d5f1905cf1b473c83fb17c4c943618f
Source dataset
uspto-grants-2015_10
Patent number
US09150569B2

Reaction notes

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