Sodium Hydroxide → HCID 57770667, compound

HRID 2091823Notes

Reaction equation

HRID 2091823 reaction equation
C[O:2][C:3](=[O:26])[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][N:11]=2)[CH:7]=[C:6]([C:17]2[N:18]([CH2:22][CH:23]3[CH2:25][CH2:24]3)[N:19]=[CH:20][CH:21]=2)[CH:5]=1.[OH-].[Na+]>CO>[CH:23]1([CH2:22][N:18]2[C:17]([C:6]3[CH:5]=[C:4]([CH:9]=[C:8]([C:10]4[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][N:11]=4)[CH:7]=3)[C:3]([OH:26])=[O:2])=[CH:21][CH:20]=[N:19]2)[CH2:25][CH2:24]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57770606HCID 57770606, compound

Product 1

HCID 57770667HCID 57770667, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-(2-Cyclopropylmethyl-2H-pyrazol-3-yl)-5-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester (1.14 g, 3.27 mmol was dissolved in 20 mL MeOH, and 3N aqueous NaOH (3 mL) was added. The reaction mixture was stirred at room temperature for three hours, then concentrated under reduced pressure. The residue was acidified to pH 3 and extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to give 0.9 g of 3-(2-cyclopropylmethyl-2H-pyrazol-3-yl)-5-(5-methyl-pyridin-2-yl)-benzoic acid, MS (M+H)=334.

Workup

  1. concentrationconcentrated under reduced pressure
  2. extractionextracted with EtOAc
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4ebe2dfed5a1417cb4d39114c2b83188
Source dataset
uspto-grants-2013_05
Patent number
US08440673B2

Reaction notes

Loading…