HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N-[6-(1H-Indol-4-yl)-1-methyl-1H-indazol-4-yl]-2-pyridinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Picolinoyl Chloride Hydrochloride | HCID 135033 | — |
| Reactant | 6-(1H-Indol-4-yl)-1-methyl-1H-indazol-4-amine | HCID 58268023 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[6-(1H-Indol-4-yl)-1-methyl-1H-indazol-4-yl]-2-pyridinecarboxamide | HCID 44540780 | 23.2% |
Reaction Steps
6-(1H-Indol-4-yl)-1-methyl-1H-indazol-4-amine (70 mg, 0.27 mmol) was dissolved in DCM (3 ml) and treated with DIPEA (0.145 ml). 2-Pyridinecarbonyl chloride hydrochloride (59.5 mg, 0.34 mmol) was added and the reaction was stirred for 5 h. MeOH (2 ml) was added and the reaction stirred overnight. The solvent was evaporated and the residue was treated with DCM/Methanol (1:1, 2 ml) then evaporated to dryness. The product was dissolved in DMSO (2 ml) and purified by Mass Directed Automated Preparative HPLC (Method B). Fractions containing product were combined and dried to give the title compound (23 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765743B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-3871c9899bb0483b8250bb552bb65e63 |
| Source note | uspto-grants-2014_07 |