HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-6-(4-fluorophenyl)-5-methylpyridine-2-carboxamide 1-oxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | N-[6-(4-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide | HCID 58158625 | — |
| Reactant | 6-Carboxy-2-(4-fluorophenyl)-3-methylpyridin-1-ium-1-olate | HCID 58158641 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-6-(4-fluorophenyl)-5-methylpyridine-2-carboxamide 1-oxide | HCID 58158477 | 73% |
Reaction Steps
Using N-[6-(4-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (200 mg, 0.649 mmol), 6-(4-fluorophenyl)-5-methylpyridine-2-carboxylic acid 1-oxide (192.5 mg, 0.779 mmol), N,N-dimethylformamide (2 mL), N,N-diisopropylethylamine (224 μL, 1.30 mmol) and HATU (296 mg, 0.779 mmol) and in the same manner as in Example 58, the title compound (254 mg, 73%) was obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445509B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-fe8844d12e904d7ca8cc956d55d8610c |
| Source note | uspto-grants-2013_05 |