Hydrochloric Acid → HCID 67776185, compound

HRID 1802233Notes

Reaction equation

HRID 1802233 reaction equation
[CH2:1]([N:3]([CH3:27])[C:4]1[N:26]=[C:7]2[CH:8]=[C:9]([NH:12][C:13]([C:15]3[N:19]([CH3:20])[N:18]=[CH:17][C:16]=3[C:21]([O:23]CC)=[O:22])=[O:14])[CH:10]=[CH:11][N:6]2[N:5]=1)[CH3:2].O.[OH-].[Li+].Cl>CO.O>[CH2:1]([N:3]([CH3:27])[C:4]1[N:26]=[C:7]2[CH:8]=[C:9]([NH:12][C:13]([C:15]3[N:19]([CH3:20])[N:18]=[CH:17][C:16]=3[C:21]([OH:23])=[O:22])=[O:14])[CH:10]=[CH:11][N:6]2[N:5]=1)[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 67775879HCID 67775879, compound

Product 1

HCID 67776185HCID 67776185, compoundYield 90.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of ethyl 5-(2-(ethyl(methyl)amino)-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxylate (366 mg, 985 μmol) and lithium hydroxide hydrate (82.7 mg, 1.97 mmol) in methanol (15 ml) and water (5 ml) was stirred for 5 hours at 50° C. The methanol was evaporated, the residue was diluted with water and was then neutralized with hydrochloric acid 1N (1.97 ml, 1.97 mmol). The precipitated white solid was filtered off, washed with water several times and dried affording 5-[2-(ethyl-methyl-amino)-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl]-1-methyl-1H-pyrazole-4-carboxylic acid (306 mg, 90.4%) as a white solid.

Workup

  1. customThe methanol was evaporated
  2. additionthe residue was diluted with water
  3. filtrationThe precipitated white solid was filtered off
  4. washwashed with water several times
  5. customdried

Sources & evidence

ORD record
ord-b8edebf037f84053ade1e17f787eebe0
Source dataset
uspto-grants-2013_01
Patent number
US08349824B2

Reaction notes

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