Hydrochloric Acid → HCID 86692438, compound

HRID 1748470Notes

Reaction equation

HRID 1748470 reaction equation
O.[OH-].[Na+].C([O:6][C:7]([C:9]1[CH:10]=[N:11][N:12]([C:15]2[C:20]([Cl:21])=[CH:19][C:18]([CH3:22])=[CH:17][N:16]=2)[C:13]=1[CH3:14])=[O:8])C.Cl>C(O)C>[Cl:21][C:20]1[C:15]([N:12]2[C:13]([CH3:14])=[C:9]([C:7]([OH:8])=[O:6])[CH:10]=[N:11]2)=[N:16][CH:17]=[C:18]([CH3:22])[CH:19]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 86692437HCID 86692437, compound

Product 1

HCID 86692438HCID 86692438, compoundYield 70.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

Water (9 ml) and 4N aqueous solution of sodium hydroxide (9 ml) were added to a solution of 1-(3-chloro-5-methylpyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (1.03 g) in ethanol (18 ml) at room temperature, and the mixture was stirred at 80° C. for 3.5 hours. After completion of the reaction, the reaction solution was cooled to 0° C. and 1N hydrochloric acid aqueous solution (38 ml) was added. The precipitated solid was collected by filtration to give the titled compound (654 mg) as a light brown solid.

Workup

  1. customAfter completion of the reaction
  2. temperaturethe reaction solution was cooled to 0° C.
  3. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-34d23adc821c49d7b17adc15fa5030cf
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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