Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 57343390 | HCID 57343390 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 57343392 | HCID 57343392 | 81% |
Reaction Steps
tert-Butyl-4-[5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-amido]piperidine-1-carboxylate (1 eq, 34 mg, 0.073 mmol) was stirred in pyridine (1 mL) and acetic anhydride (1 mL) for 16 h. The reaction was concentrated in vacuo. The crude reaction material was purified by silica gel column chromatography using 0-100% ethyl acetate/hexane to yield pure N-(1-acetylpiperidin-4-yl)-5-(4-chlorophenyl)-1-(2,4-dichloro-phenyl)-4-methyl-1H-pyrazole-3-carboxamide (30 mg, 81%). 1H NMR (300 MHz, CHLOROFORM-d) d ppm 1.28-1.49 (m, 2H) 1.87-2.13 (m, 5H) 2.30 (s, 3H) 2.62-2.82 (m, 1H) 3.05-3.24 (m, 1H) 3.75 (d, J=13.56 Hz, 1H) 3.98-4.25 (m, 1H) 4.49 (d, J=13.37 Hz, 1H) 6.80 (d, J=8.01 Hz, 1H) 6.99 (d, J=8.48 Hz, 2H) 7.13-7.29 (m, 4H) 7.36 (d, J=1.51 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133128B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-6ac2e0eb090240f69cc74c555022f103 |
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| Source note | uspto-grants-2015_09 |
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