HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromo-3-(methoxymethyl)benzoic acid → Methyl 4-{5-[4-bromo-3-(methoxymethyl)phenyl]-1,2,4-oxadiazol-3-yl}-2-fluorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromo-3-(methoxymethyl)benzoic acid | HCID 19771229 | — |
| Reactant | Methyl 4-[amino(hydroxyimino)methyl]-2-fluorobenzoate | HCID 76644654 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 4-{5-[4-bromo-3-(methoxymethyl)phenyl]-1,2,4-oxadiazol-3-yl}-2-fluorobenzoate | HCID 67528348 | — |
Reaction Steps
The title compound was obtained following procedure described for example 4, step 1, but starting from Intermediate 1 (0.50 g; 2.36 mmol) and Intermediate 37 (0.64 g; 2.59 mmol). Title compound was isolated after trituration with ACN as a white powder. 1H NMR (DMSO-d6, 300 MHz) δ 8.23 (d, J=2 Hz, 1H), 8.14-8.09 (m, 1H), 8.06-8.02 (m, 1H), 8-7.92 (m, 3H), 4.57 (s, 2H), 3.90 (s, 3H), 3.46 (s, 3H). LC/MS (Method B): 423.1 (M+H)+. HPLC (Method A) Rt 5.91 min (purity: 98.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202865B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-c1045c69a4c641a9ae022a383a5b0471 |
| Source note | uspto-grants-2012_06 |