HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2'-Dimethyl-[1,1'-biphenyl]-4-carboxylic acid → Methyl 4-[5-(2,2'-dimethylbiphenyl-4-yl)-1,2,4-oxadiazol-3-yl]-3-fluorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2'-Dimethyl-[1,1'-biphenyl]-4-carboxylic acid | HCID 21937303 | — |
| Reactant | Methyl 4-[amino(hydroxyimino)methyl]-3-fluorobenzoate | HCID 72307476 | — |
| Product | Methyl 4-[5-(2,2'-dimethylbiphenyl-4-yl)-1,2,4-oxadiazol-3-yl]-3-fluorobenzoate | HCID 67529742 | — |
Reaction Steps
The title compound was prepared following procedure described for example 4, step 1, but starting from Intermediate 3 (113.1 mg; 0.50 mmol; 1 eq.) and Intermediate 2 (106.1 mg; 0.50 mmol; 1 eq.). The reaction mixture was filtered through a SPE NH2 column (2 g) and rinsed with ACN. The filtrate was passed through a SPE SCX column (2 g) and rinsed with ACN. After evaporation of the solvents, the crude product was purified by flash chromatography (c-hex/EtOAc: 9.5/0.5), affording the title compound as a off-white solid. LC/MS (Method A): 403.0 (M+H)+. HPLC (Method A) Rt 6.20 min (Purity: 96.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202865B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-58d1b9bc56184252b8f9057383d3023d |
| Source note | uspto-grants-2012_06 |