Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 118005572 | HCID 118005572 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 118005574 | HCID 118005574 | — |
Reaction Steps
To a mixture of (3-(benzyloxy)-2,4-dichloroquinolin-6-yl)(1-methyl-1H-imidazol-5-yl)(6-(trifluoromethyl)pyridin-3-yl)methanol (2.46 g, 4.4 mmol, Intermediate 11: step d) in methanol (24.6 mL) was added NaOMe (0.5 M in MeOH, 8.8 mL, 4.4 mmol) and the resulting suspension heated to 65° C. for 8 hours. The mixture was then cooled to room temperature and concentrated to dryness. Water was added and the mixture acidified with 2 N aqueous HCl to ˜pH 2. The aqueous was then extracted with EtOAc. The organics were combined and washed with water, saturated aqueous NaHCO3 and brine. The organics were then dried (MgSO4), filtered and concentrated to dryness to afford the title compound which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09403816B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-556daf1a258c48288a42599a08718c83 |
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| Source note | uspto-grants-2016_08 |
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