HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Aminopyridine → HCID 86668210, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Aminopyridine | HCID 10009 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(Benzyloxy)-5-formylbenzoic acid | HCID 969870 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86668210 | HCID 86668210 | 33.1% |
Reaction Steps
Diisopropylethylamine (0.95 ml, 5.46 mmol), 3-aminopyridine (514 mg, 5.46 mmol) and HATU (1.56 g, 4.1 mmol) were added to a solution of 5-formyl-2-[(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 97; 770 mg, 2.73 mmol) in dimethylformamide (10 ml). The solution was stirred for 72 hours. Ethyl acetate (40 ml) and H2O (40 ml) were added and the organic layer was washed with H2O (3×20 ml), dried and the solvent removed in vacuo to give a solid. The solid was purified by column chromatography (ethyl acetate) to yield the title compound as a white solid (300 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08778939B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-869323fc556f4620bb487dcb35cb746d |
| Source note | uspto-grants-2014_07 |