HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 4-[3-(5-fluoro-2-methoxyphenyl)-1,2,4-oxadiazol-5-yl]-N,N-bis(2-methoxyethyl)-2-nitroaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-[Bis(2-methoxyethyl)amino]-3-nitrobenzoic acid | HCID 59606538 | — |
| Reactant | 5-fluoro-N'-hydroxy-2-methoxybenzenecarboximidamide | HCID 72336823 | — |
| Product | 4-[3-(5-fluoro-2-methoxyphenyl)-1,2,4-oxadiazol-5-yl]-N,N-bis(2-methoxyethyl)-2-nitroaniline | HCID 25256654 | — |
Reaction Steps
Oxalyl chloride (190 mg; 1.5 mmol; 3 eq.), Intermediate 31 (149 mg; 0.5 mmol; 1 eq.), Intermediate 23 (92 mg; 0.5 mmol, 1 eq.) and DIEA (194 mg; 1.5 mmol; 3 eq.) were reacted according to general procedure 2. Purification by column chromatography c-hexane/ethyl acetate, 50/50) followed by crystallisation from Et2O/n-pentane afforded the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889668B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-056224cbe6524f8eb921c05acf1d9794 |
| Source note | uspto-grants-2014_11 |