HuagongsheHuagongshe Chemistry Print Report · For research reference only
2'-Ethyl-2-(methoxymethyl)-[1,1'-biphenyl]-4-carboxylic acid → Methyl 4-{5-[2'-ethyl-2-(methoxymethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}-2-fluorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2'-Ethyl-2-(methoxymethyl)-[1,1'-biphenyl]-4-carboxylic acid | HCID 59495809 | — |
| Reactant | Methyl 4-[amino(hydroxyimino)methyl]-2-fluorobenzoate | HCID 76644654 | — |
| Product | Methyl 4-{5-[2'-ethyl-2-(methoxymethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}-2-fluorobenzoate | HCID 25255376 | — |
Reaction Steps
The title compound was prepared following procedure described for example 35, step 1, but starting from Intermediate 36 (1 135.37 mg; 4.20 mmol) and Intermediate 1 (891.15 mg; 4.20 mmol). The reaction mixture was cooled to RT and concentrated affording yellow oil. It was precipitating in ACN. Solvent were removed and the solid was washed with MeOH, filtered off and dried under vacuum to afford the title compound as a white powder. 1H NMR (CDCl3) δ 8.43 (s, 1H), 8.18-7.99 (m, 4H), 7.41-7.35 (m, 3H), 7.29-7.24 (m, 1H), 7.11 (d, J=7.2 Hz, 1H), 4.27-4.17 (m, 2H), 3.98 (s, 3H), 3.34 (s, 3H), 2.50-2.28 (m, 2H), 1.05 (t, J=7.5 Hz, 3H). LC/MS (Method B): 447.2 (M+H)+. HPLC (Method A) Rt 6.14 min (Purity: 99.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202865B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-1ffa2d1c8aa2442492c5ca0d374f975d |
| Source note | uspto-grants-2012_06 |