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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520654Generated: October 29, 2026

Diisopropylethylamine → N-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-1-(1-methylethyl)-1H-pyrazole-5-carboxamide

https://huagongshe.com/reaction/520654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(propan-2-yl)-1H-pyrazole-5-carboxylic acidHCID 3150947—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant6-(1H-indol-4-yl)-1H-indazol-4-amineHCID 58268019—
SolventDimethylformamideHCID 6228—
ProductN-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-1-(1-methylethyl)-1H-pyrazole-5-carboxamideHCID 53233430—

Reaction Steps

To a solution of HATU (0.253 g) in DMF (3 ml) was added 1-(1-methylethyl)-1H-pyrazole-5-carboxylic acid (0.102 g) and DIPEA (0.211 ml) and the mixture was left to stand for 10 min. 6-(1H-Indol-4-yl)-1H-indazol-4-amine (0.075 g) dissolved in DMF (3 ml) was added and the solution was left to stand at RT for 18 h. DMF was removed by blow down (not to dryness) and the residue was dissolved in chloroform (1 ml) and loaded onto an aminopropyl SPE (2 g) (pre-conditioned with methanol (6 ml) and chloroform (6 ml)). The mixture was left on the column for 2 h then eluted with ethyl acetate:methanol (1:1, 10 ml). The solvent was blown down to dryness and the residue was dissolved in DMSO:methanol (1 ml, 1:1) and purified by MDAP (method K). The solvent was removed in vacuo and dried in an vacuum oven (50° C.) overnight to give title compound, 18 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09326987B2
Source datasetuspto-grants-2016_05
ORD IDord-7aedf3e6eb6448fab7886da9506694ba
Source noteuspto-grants-2016_05