Sodium Hydroxide → HCID 178424696, compound

HRID 1488151Notes

Reaction equation

HRID 1488151 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[C:8]([CH3:9])=[C:7]([C:10]2[C:11]([CH3:21])=[CH:12][C:13]([CH3:20])=[C:14]([CH:19]=2)[C:15]([O:17]C)=[O:16])[NH:6][N:5]=1>CO>[Cl:3][C:4]1[C:8]([CH3:9])=[C:7]([C:10]2[C:11]([CH3:21])=[CH:12][C:13]([CH3:20])=[C:14]([CH:19]=2)[C:15]([OH:17])=[O:16])[NH:6][N:5]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178497391HCID 178497391, compound2×

Product 1

HCID 178424696HCID 178424696, compoundYield 102.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

NaOH (2 M in water, 8 mL, 16 mmol) was added to a solution of methyl 5-(3-chloro-4-methyl-1H-pyrazol-5-yl)-2,4-dimethylbenzoate (compound 250.5, 1.10 g, 3.96 mmol) in MeOH (10 mL). The mixture was stirred at room temperature overnight and the solvents were removed under the reduced pressure. The residue was cooled to 0° C. and acidified to pH˜3-4 with 1M HCl in water. The resulting white solids were filtered, washed with water and dried to give the title compound as a white solid (1.07 g, 90%). m/z (ES+) 265 (M+H)+.

Workup

  1. customthe solvents were removed under the reduced pressure
  2. temperatureThe residue was cooled to 0° C.
  3. filtrationThe resulting white solids were filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-6a9da1a0fcb1451799044b2943434dd3
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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