Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isobutylene oxide | HCID 11208 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-(4-((7-hydroxy-6-methoxyquinolin-4-yl)oxy)phenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide | HCID 136350301 | — |
| Solvent | N,N-Dimethylformamide--water (1/1) | HCID 21962138 | — |
| Product | HCID 60172732 | HCID 60172732 | — |
Reaction Steps
To a solution of N-(4-((7-hydroxy-6-methoxyquinolin-4-yl)oxy)phenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide (4.93 g, 9.93 mmol) and isobutylene oxide (8.8 mL, 100 mmol) in DMF/H2O (21 mL/4 mL) was added K2CO3 (2.74 g, 2 mmol). The reaction mixture was stirred at 60° C. for 12 hours, then cooled to room temperature and treated with aqueous NaH2PO4 (saturated solution, 10 mL) to adjust the pH of the mixture to 7˜8. The solid was collected by filtration and washed with EtOAc/EtOH (80 mL/15 mL). The title compound was obtained as a pale yellow solid (1.93 g, 34.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133162B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-6c466879854248d5aab2017d153a8632 |
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| Source note | uspto-grants-2015_09 |
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