HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → 5-(5-Bromo-2-(4-fluorophenyl)oxazol-4-yl)-3-methoxypyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 5-(2-(4-Fluorophenyl)oxazol-4-yl)-3-methoxypyridin-2-amine | HCID 66590539 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 5-(5-Bromo-2-(4-fluorophenyl)oxazol-4-yl)-3-methoxypyridin-2-amine | HCID 66591170 | 74.1% |
Reaction Steps
To a solution of 5-(2-(4-fluorophenyl)oxazol-4-yl)-3-methoxypyridin-2-amine (145 mg, 0.5 mmol) in chloroform (20 mL) at 0° C. was added a pre-cooled solution of bromine (40 μL, 0.7 mmol) in CHCl3 (5 mL). The reaction mixture was stirred for <5 min, concentrated in vacuo, and the resulting residue was azeotroped with CHCl3 (2×). Purification by flash chromatography (SiO2, 100:0-95:5 DCM-MeOH) provided 135 mg of 5-(5-bromo-2-(4-fluorophenyl)oxazol-4-yl)-3-methoxypyridin-2-amine as a yellow solid: LCMS (m/z): 365.8 (MH+), tR=0.83 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865732B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-e1e365f0a20b4ebc8592067a511e63c0 |
| Source note | uspto-grants-2014_10 |