HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → 6-bromo-2-(4-fluorophenyl)-N-methyl-2H-indazole-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| 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 | 6-bromo-2-(4-fluorophenyl)-2H-indazole-3-carboxylic acid | HCID 67512739 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-bromo-2-(4-fluorophenyl)-N-methyl-2H-indazole-3-carboxamide | HCID 67775673 | 58% |
Reaction Steps
To a stirred solution of compound (xvi) (50 mg, 0.15 mmol) in DMF (5 mL) were added HATU (85 mg, 0.22 mmol) DIPEA (0.1 mL, 0.45 mmol) and methyl amine solution (0.26 mL, 0.15 mmol) at 0° C. and the reaction mixture was stirred at RT. After 12 h the reaction mixture was diluted with water and the precipitated solid was filtered to give 6-bromo-2-(4-fluorophenyl)-N-methyl-2H-indazole-3-carboxamide (xvii) (30 mg, 58%) as a white solid. ESI-MS m/z calculated for [M+H]+: 348.01; found: 347.90.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546389B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-6eb87dbfc45c4ea7ba00068a0ba414d4 |
| Source note | uspto-grants-2013_10 |