HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbodiimide → HCID 178429241, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbodiimide | HCID 160435 | — |
| Reactant | 2-Methyl-6-oxo-4-(4-(trifluoromethyl)phenyl)-1,4,5,6-tetrahydropyridine-3-carboxylic acid | HCID 16099863 | — |
| Reactant | HCID 178507360 | HCID 178507360 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178429241 | HCID 178429241 | 3.4% |
Reaction Steps
The product of Example 5, Step 2 (0.100 g, 0.330 mmol, 1.00 equiv), 3-chloro-1H-indazol-5-amine (84 mg, 0.502 mmol, 1.50 equiv) and PS-carbodiimide resin (456 mg, 0.502 mmol, 1.00 equiv) were suspended in 2.0 mL DMF and stirred overnight at room temperature. The reaction mixture was concentrated to approximately 1 mL DMF and water was added. The resulting precipitate was collected by filtration and washed with 50% CH2Cl2/hexanes. The product was purified by preparative reverse phase HPLC (19×50 Xterra Prep RP 10-90% CH3CN/5 mM NH4HCO3 over 9 min, 25 ml/min) to provide 5.0 mg (3%) of the title compound as a white solid. MS (ES+) m/e 449 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592357B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-a0433b34417a487baeeaa05f0ec0f0a1 |
| Source note | uspto-grants-2009_09 |