Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenol, 4-amino-2-fluoro- | HCID 2735918 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 3-((6-(7-Chlorothieno[3,2-b]pyridin-2-yl)pyridin-3-yl)methyl)-1,3-oxazinan-2-one | HCID 58474635 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 58474850 | HCID 58474850 | 117.4% |
Reaction Steps
To a solution of 4-amino-2-fluorophenol (70.7 mg, 0.556 mmol) in DMSO (5 mL) was added sodium tert-butoxide (53.4 mg, 0.556 mmol) and the reaction mixture was stirred for 30 min. Chloride 199 (100 mg, 0.278 mmol) was added and the reaction mixture was heated at 100° C. overnight. The mixture was then cooled to RT and poured into water (20 mL) and the precipitated product was collected by filtration and purified by Biotage (MeOH/EtOAc 0-50%, SNAP 25 g cartridge) to give title compound 200 (147 mg, 33% yield) as a beige solid. MS: 451 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08906852B2 |
|---|
| Source dataset | uspto-grants-2014_12 |
|---|
| ORD ID | ord-110a8846e189427083d893e6b29d55f6 |
|---|
| Source note | uspto-grants-2014_12 |
|---|
