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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640851Generated: November 2, 2026

1H-Indazol-6-amine → 2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid (4-{3-[(1H-indazol-6-ylamino)-methylene]-2-oxo-2,3-dihydro-1H-indole-6-carbonyl}-phenyl)-amide

https://huagongshe.com/reaction/640851

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Indazol-6-amineHCID 81423—
ReactantHCID 178463085HCID 178463085—
SolventTetrahydrofuranHCID 8028—
Product2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid (4-{3-[(1H-indazol-6-ylamino)-methylene]-2-oxo-2,3-dihydro-1H-indole-6-carbonyl}-phenyl)-amideHCID 7322425616%

Reaction Conditions

Temperature65 °C

Reaction Steps

A small screw cap test tube was charged with 2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid [4-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (as prepared in Example 15, 100 mg, 0.240 mmol) and THF (2 mL). To the resulting solution was added 1H-Indazol-6-ylamine (36 mg, 0.264 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature and concentrated in vacuo. The crude residue was purified over silica (5% MeOH/95% CHCl3) yielding 16% (20 mg, 0.038 mmol) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07692005B2
Source datasetuspto-grants-2010_04
ORD IDord-1daf5a57b8ce4fd7bb04c05b6cd7dd32
Source noteuspto-grants-2010_04