HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Pyridinemethanamine → 4-({[(3-Fluoro-4-methylphenyl)amino]carbonyl}amino)-1-methyl-N-(pyridin-3-ylmethyl)-1H-imidazole-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Pyridinemethanamine | HCID 31018 | — |
| 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 | 4-({[(4-Methyl-3-fluorophenyl)amino]carbonyl}amino)-1-methyl-1H-imidazole-2-carboxylic Acid | HCID 59421744 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-({[(3-Fluoro-4-methylphenyl)amino]carbonyl}amino)-1-methyl-N-(pyridin-3-ylmethyl)-1H-imidazole-2-carboxamide | HCID 59421760 | — |
Reaction Steps
60 mg (0.2 mmol) of 4-({[(4-methyl-3-fluorophenyl)amino]carbonyl}amino)-1-methyl-1H-imidazole-2-carboxylic acid (Example 18A) are dissolved in 4 ml of DMF and, after addition of 150 mg (0.39 mmol) of HATU and 36 mg (0.3 mmol) of DMAP, stirred at room temperature for 15 minutes. 43 mg (0.39 mmol) of (pyridin-3-ylmethyl)amine are added dropwise to this solution, and the mixture is stirred overnight. The reaction mixture is purified by preparative HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07767704B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-167056d0b9824a29abac8af320355eae |
| Source note | uspto-grants-2010_08 |