Piperidine → N-(1-(3,4-dimethylphenyl)-1H-pyrazol-3-yl)-2-nitro-5-(piperidin-1-yl)benzamide

Temperature

110 °C

Into a 50-mL round bottom flask, was placed a solution of 5-chloro-N-(1-(3,4-dimethylphenyl)-1H-pyrazol-3-yl)-2-nitrobenzamide 4g (300 mg, 0.81 mmol, 1.00 equiv) in N,N-dimethylformamide (10 mL), potassium carbonate (330 mg, 2.39 mmol, 3.00 equiv), and piperidine (200 mg, 2.35 mmol, 3.00 equiv). The resulting solution was stirred for 4 h at 110° C. The resulting mixture was concentrated under vacuum. The residue was dissolved in 50 mL of ethyl acetate. The resulting mixture was washed with 2×30 mL of brine, dried over sodium sulfate, and concentrated under vacuum. This resulted in 300 mg (88%) of product as a yellow solid.

1. customInto a 50-mL round bottom flask, was placed
2. concentrationThe resulting mixture was concentrated under vacuum
3. dissolutionThe residue was dissolved in 50 mL of ethyl acetate
4. washThe resulting mixture was washed with 2×30 mL of brine
5. dry with materialdried over sodium sulfate
6. concentrationconcentrated under vacuum

ORD record

ord-18eeb3330c5d441ab2896e463f6978da

Source dataset

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08815910B2