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-5d89e52acc284920973eb94a15711d87

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09289430B2