HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872984Generated: October 30, 2026
Water → 4-(5-chloro-4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)-2-fluorophenoxy)picolinamide
https://huagongshe.com/reaction/872984
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chloropyridine-2-carboxamide | HCID 303543 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | N-(2-chloro-5-fluoro-4-hydroxyphenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide | HCID 90033637 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(5-chloro-4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)-2-fluorophenoxy)picolinamide | HCID 73053265 | 60.5% |
Reaction Steps
To a suspension of N-(2-chloro-5-fluoro-4-hydroxyphenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide (751.6 mg, 2 mmol) and t-BuOK (224.4 mg, 2 mmol) in DMF (4 mL) and was added 4-chloropicolinamide (313.2 mg, 2 mmol). The reaction was warmed up to 120° C. and stirred for 15 hours. After the mixture cooling to rt, H2O (40 mL) was added and the resulted mixture was stirred at rt overnight. Filtered and the filter cake was purified by a silica gel column chromatography (DCM/CH3OH (v/v)=50/1) to give the title compound as a light yellow solid (290 mg, 60.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08975282B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-f620c4a3c78a4b37b193eb358e42507c |
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| Source note | uspto-grants-2015_03 |
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