Methyl 3-(4-chloro-1H-pyrazol-5-yl)-4-methylbenzoate → 3-(4-Chloro-1H-pyrazol-3-yl)-4-methylbenzoic acid
Reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][NH:5][C:6]=1[C:7]1[CH:8]=[C:9]([CH:14]=[CH:15][C:16]=1[CH3:17])[C:10]([O:12]C)=[O:11]>[OH-].[Na+].CO>[Cl:1][C:2]1[CH:3]=[N:4][NH:5][C:6]=1[C:7]1[CH:8]=[C:9]([CH:14]=[CH:15][C:16]=1[CH3:17])[C:10]([OH:12])=[O:11]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 50 °C
Procedure
Methyl 3-(4-chloro-1H-pyrazol-5-yl)-4-methylbenzoate (compound 51.2, 133 mg, 0.53 mmol) was dissolved in a mixture of aqueous NaOH (2 M, 3 mL) and methanol (10 mL). The solution was heated at 50° C. for 16 hrs then the volatiles were removed under reduced pressure. Aqueous HCl (2 M) was added to adjust the pH to 4-5 then concentrated to yield 150 mg of a white solid which was used in the next step without further purification. m/z (ES−) 235 (M−H)−.
Workup
- customthe volatiles were removed under reduced pressure
- additionAqueous HCl (2 M) was added
- concentrationthen concentrated
Sources & evidence
- ORD record
- ord-2464da9b9d7a4cc89c2a8861a9d1a5f0
- Source dataset
- uspto-grants-2016_08
- Patent number
- US09428502B2
Reaction notes
Loading…