HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Methylpyridine-2-carboxylic acid → HCID 58268015, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Methylpyridine-2-carboxylic acid | HCID 70282 | — |
| 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 | HCID 58255771 | HCID 58255771 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58268015 | HCID 58268015 | 64.4% |
Reaction Steps
6-Methyl-2-pyridinecarboxylic acid (74 mg, 0.54 mmol) and HATU (250 mg, 0.65 mmol) were dissolved in DMF (4 ml) and then DIPEA (0.23 ml) was then added. The mixture was stirred under nitrogen for 30 min. 6-bromo-1-methyl-1H-indazol-4-amine (135 mg, 0.60 mmol) was then added and stirring was continued under nitrogen overnight. Addition of water was followed by extraction of the resultant mixture with DCM (2×10 ml). The organics were combined and concentrated in vacuo then the residue was purified by chromatography on silica eluting with a gradient of 0-100% ethyl acetate in DCM. Fractions containing desired material were combined and concentrated in vacuo to afford the title compound (120 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765743B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-111ce5fd2ca44b33bdefc8847ceb860a |
| Source note | uspto-grants-2014_07 |