HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-(2-fluorophenyl)-7H-pyrrolo[2,3-c]pyridazine → 2-[3-(2,4-Bis-trifluoromethylphenyl)-isoxazol-5-ylmethyl]-6-(2-fluorophenyl)-2H-pyrrolo[2,3-c]pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-(2-fluorophenyl)-7H-pyrrolo[2,3-c]pyridazine | HCID 67470374 | — |
| Reactant | Toluene-4-sulfonic acid 3-(2,4-bis-trifluoromethylphenyl)-isoxazol-5-ylmethyl ester | HCID 86688863 | — |
| Product | 2-[3-(2,4-Bis-trifluoromethylphenyl)-isoxazol-5-ylmethyl]-6-(2-fluorophenyl)-2H-pyrrolo[2,3-c]pyridazine | HCID 54759768 | 21.1% |
Reaction Steps
Prepared analogously to the method described for 2-[5[(4-methoxy-2-trifluoro-methylphenyl)-[1,3,4]thiadiazol-2-ylmethyl]-6-(2-fluorophenyl)-2H-pyrrolo[2,3-c]pyridazine beginning with 6-(2-fluorophenyl)-7H-pyrrolo[2,3-c]pyridazine (50 mg, 0.234 mmol) and toluene-4-sulfonic acid 3-(2,4-bis-trifluoromethylphenyl)-isoxazol-5-ylmethyl ester (164 mg, 0.35 mmol) to produce the titled product (25 mg, 21%). 1H-NMR: (d6-DMSO, 400 MHz) δ 8.73 (d, 1H), 8.40 (dt, 1H), 8.21 (d, 1H), 8.16 (d, 1H), 8.04 (d, 2H), 7.93 (d, 1H), 7.48 (m, 1H), 7.32 (m, 2H), 7.14 (d, 1H), 7.00 (s, 1H), 6.15 (s, 2H). LCMS calculated for C24H13F7N4O 506.10, found 507.07 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815858B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-00cee53f70e3404fb6792359d9804101 |
| Source note | uspto-grants-2014_08 |