Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Aminopyridine | HCID 1727 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| 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 | HCID 67411497 | HCID 67411497 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 67411147 | HCID 67411147 | 70% |
Reaction Steps
To a solution of Intermediate 15 (100 g, 0.303 mol, 1.0 eq) and 4-aminopyridine (28.5 g, 0.303 mol, 1.0 eq) in DMA (1 L) was added Et3N (30.6 g, 0.303 mol, 1.0 eq), DMAP (3.7 g, 0.030 mol, 0.1 eq) and HATU (115.2 g, 0.303 mol, 1.0 eq). The reaction solution was stirred at 30° C. for 16 hrs. Solvent was evaporated under vacuum and the residue was solidified by adding DCM (600 ml) and H2O (600 ml) to give the title compound (86.1 g, 70% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08912209B2 |
|---|
| Source dataset | uspto-grants-2014_12 |
|---|
| ORD ID | ord-cd9f5d14b81a470ba1aff0330f9ceec1 |
|---|
| Source note | uspto-grants-2014_12 |
|---|
