HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86760168, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Amino-4-methylthiazole | HCID 74143 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | HCID 23537315 | HCID 23537315 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86760168 | HCID 86760168 | 87.2% |
Reaction Steps
58 mg 2-fluoro-4-[6-(3-methyl-1-trityl-1H-4-pyrazolyl)imidazo[1,2-a]pyridin-3-yl] benzoic acid (compound in Example 470) and 13 mg 2-amino-4-methyl-1,3-thiazole were allowed to react for 12 hours with 49 mg benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate and 17 μL triethylamine in 2 mL dichloromethane. The reaction solution was purified by an NH silica gel column to give 59 mg N1-(4-methyl-1,3-thiazol-2-yl)-2-fluoro-4-[6-(3-methyl-trityl-1H-4-pyrazolyl)imidazo[1,2-a]pyridin-3-yl] benzamide as colorless crystals. This product was subjected to deprotection of the trityl group by the same method as in Example 68, to give 42 mg of the title compound as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07074801B1 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-ff3c37d2af3f4333a06c18d7b79da3ed |
| Source note | uspto-grants-2006_07 |