HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616046Generated: November 4, 2026
Diisopropylethylamine → HCID 44540317, compound
https://huagongshe.com/reaction/1616046
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Bromopyridine-2-carboxylic acid | HCID 608544 | — |
| 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-(1H-indol-4-yl)-1H-indazol-4-amine | HCID 58268019 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 44540317 | HCID 44540317 | 41.3% |
Reaction Steps
To a solution of 5-bromo-2-pyridinecarboxylic acid (980 mg, 4.83 mmol, available from Alfa Aesar) in DMF (15 ml) was added HATU (1840 mg, 4.83 mmol) and DIPEA (2.53 ml, 14.50 mmol). The mixture was stirred at room temperature for 30 mins then 6-(1H-indol-4-yl)-1H-indazol-4-amine (600 mg, 2.41 mmol) was added and the mixture stirred at room temperature overnight. The reaction mixture was concentrated in vacuo to approx. 5 ml volume and was applied to 2×50 g aminopropyl cartridges that had been pre-conditioned with MeOH. The reaction mixture remained on the cartridges for 2 h before being eluted with MeOH. The eluent was concentrated in vacuo and a precipitate formed, which was collected by filtration to give the title compound (430 mg) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08765743B2 |
|---|
| Source dataset | uspto-grants-2014_07 |
|---|
| ORD ID | ord-a200f78a3806479c87cfb28b600280f6 |
|---|
| Source note | uspto-grants-2014_07 |
|---|