HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 178429227, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Methyl-6-oxo-4-(4-(trifluoromethyl)phenyl)-1,4,5,6-tetrahydropyridine-3-carboxylic acid | HCID 16099863 | — |
| Reactant | HCID 178507356 | HCID 178507356 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178429227 | HCID 178429227 | 29% |
Reaction Steps
The product of Example 5, Step 2 (110 mg, 0.368 mmol, 1.00 equiv), 5-amino-3-bromoindazole (78 mg, 0.368 mmol, 1.0 equiv), and EDC (84 mg, 0.441 mmol, 1.20 equiv) were suspended in 1.0 mL DMF. Et3N (0.061 mL, 0.441 mmol, 1.2 equiv) was added and the solution was stirred at room temperature for 18 hrs. The reaction mixture was diluted with EtOAc and 1N HCl. The phases were separated, and the organic phase was washed twice with 1N HCl, once with satd. NaHCO3, and once with satd. NaCl. The organic phase was dried over Na2SO4, filtered and concentrated en vacuo. The residue was purified by flash chromatography (20-100% EtOAc in Hexanes) to provide 52 mg (29%) of the title compound as an off white solid. MS (ES+) m/e 494 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592357B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-8fdb226666264e3d890c29c78a33a3dd |
| Source note | uspto-grants-2009_09 |