Sodium Hydroxide → 5-tert-Butyl-4-cyano-2-methyl-2H-pyrazole-3-carboxylic acid

HRID 1191172Notes

Reaction equation

HRID 1191172 reaction equation
C([O:3][C:4]([C:6]1[N:7]([CH3:17])[N:8]=[C:9]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:10]=1[C:11]#[N:12])=[O:5])C.[OH-].[Na+]>CO>[C:13]([C:9]1[C:10]([C:11]#[N:12])=[C:6]([C:4]([OH:5])=[O:3])[N:7]([CH3:17])[N:8]=1)([CH3:16])([CH3:14])[CH3:15]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 674109005-tert-butyl-4-cyano-2-methyl-2H-pyrazole-3-carboxylic acid ethyl ester

Product 1

HCID 584254715-tert-Butyl-4-cyano-2-methyl-2H-pyrazole-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using the procedure for Example A, Step B above, the title compound was prepared from 5-tert-butyl-4-cyano-2-methyl-2H-pyrazole-3-carboxylic acid ethyl ester (prepared as described in the previous step, 610 mg, 2.59 mmol) and 1.0 N aqueous NaOH (4.00 mL, 4.00 mmol) in MeOH (10 mL). The title compound was obtained as a white solid. 1H-NMR (400 MHz, CDCl3) δ: 4.17 (s, 3H), 1.45 (s, 9H).

Workup

  1. customprepared

Sources & evidence

ORD record
ord-175d70b6474741bdb398ddeaf7722076
Source dataset
uspto-grants-2014_03
Patent number
US08680098B2

Reaction notes

Loading…