HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2'-Dimethyl-[1,1'-biphenyl]-4-carboxylic acid → Methyl 2-chloro-4-[5-(2,2'-dimethylbiphenyl-4-yl)-1,2,4-oxadiazol-3-yl]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2'-Dimethyl-[1,1'-biphenyl]-4-carboxylic acid | HCID 21937303 | — |
| Reactant | Methyl 4-[amino(hydroxyimino)methyl]-2-chlorobenzoate | HCID 72307499 | — |
| Product | Methyl 2-chloro-4-[5-(2,2'-dimethylbiphenyl-4-yl)-1,2,4-oxadiazol-3-yl]benzoate | HCID 67528555 | — |
Reaction Steps
The title compound was prepared following procedure described for example 4, step 1, but starting from Intermediate 3 (113.14 mg; 0.50 mmol) and Intermediate 34 (114.32 mg; 0.50 mmol). 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 an off-white solid. LC/MS (Method B): 419.3 (M−H)−, 460.3 (M+ACN)+. HPLC (Method A) Rt 6.51 min (Purity: 99.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202865B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-c3130d8708e145e490e215c689b6ffc7 |
| Source note | uspto-grants-2012_06 |