Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244726Generated: October 31, 2026

Diisopropylethylamine → N-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-1-methyl-1H-1,2,4-triazole-3-carboxamide

https://huagongshe.com/reaction/244726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant1-methyl-1H-1,2,4-triazole-3-carboxylic acidHCID 21981802—
Reactant6-(1H-indol-4-yl)-1H-indazol-4-amineHCID 58268019—
SolventDimethylformamideHCID 6228—
ProductN-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-1-methyl-1H-1,2,4-triazole-3-carboxamideHCID 4453995851.4%

Reaction Steps

HATU (248 mg) and DIPEA (0.211 ml) were added to a flask containing 1-methyl-1H-1,2,4-triazole-3-carboxylic acid (51 mg) in DMF (1 ml). The reaction was stirred for 30 min under nitrogen. 6-(1H-Indol-4-yl)-1H-indazol-4-amine (50 mg) was added and the mixture was stirred for 3 h at RT under nitrogen. The reaction mixture was applied to an aminopropyl SPE cartridge (5 g) and left for 3 h. The column was washed with 10% methanol in DCM. The appropriate fractions were combined and the solvent was evaporated. The residue was dissolved in methanol:DMSO (1 ml, 1:1) and purified by mass directed preparative HPLC (Method A) to give title compound (37 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658635B2
Source datasetuspto-grants-2014_02
ORD IDord-569873561e0d48fd9d6fe49fca6c888c
Source noteuspto-grants-2014_02