Sodium Hydroxide → HCID 86692598, compound

HRID 1748656Notes

Reaction equation

HRID 1748656 reaction equation
[OH-].[Na+].C([O:5][C:6]([C:8]1[CH:9]=[N:10][N:11]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][O:21][CH2:22][CH3:23])=[CH:16][N:15]=2)[C:12]=1[CH3:13])=[O:7])C>C(O)C>[CH2:22]([O:21][CH2:20][C:17]1[CH:18]=[CH:19][C:14]([N:11]2[C:12]([CH3:13])=[C:8]([C:6]([OH:7])=[O:5])[CH:9]=[N:10]2)=[N:15][CH:16]=1)[CH3:23]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 86692596HCID 86692596, compound

Product 1

HCID 86692598HCID 86692598, compoundYield 83.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
70 °C

Procedure

1N Aqueous solution of sodium hydroxide (2.3 ml) was added at room temperature to a solution of 1-[5-(ethoxymethyl)pyridin-2-yl]-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (223 mg) in ethanol (16 ml), and stirred at 70° C. for an hour. Then, 1N aqueous solution of sodium hydroxide (4.6 ml) was added and stirred at 70° C. for an hour. After the reaction, ethanol was evaporated, 1N hydrochloric acid aqueous solution was added to adjust the solution to pH 1 to 2 and the precipitated solid was collected by filtration to give 1-[5-(ethoxymethyl)pyridin-2-yl]-5-methyl-1H-pyrazole-4-carboxylic acid (168 mg) as a white solid.

Workup

  1. stirringstirred at 70° C. for an hour
  2. customwas evaporated
  3. addition1N hydrochloric acid aqueous solution was added
  4. filtrationthe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-13b0117600c542eda3ad13ca0d197bfb
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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