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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1188910Generated: November 1, 2026

Ammonium Hydroxide → 7-Methoxy-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxamide

https://huagongshe.com/reaction/1188910

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant7-Methoxy-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxylic acidHCID 66897304—
SolventDimethylformamideHCID 6228—
Product7-Methoxy-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxamideHCID 6689792974%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 7-methoxy-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxylic acid (0.9 g), N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.95 g), 1-hydroxybenzotriazole (0.67 g) and N,N-dimethylformamide (15 mL) was stirred at 50° C. for 20 min. The mixture was cooled to room temperature, and 10% aqueous ammonium hydroxide solution (2 mL) was added to the mixture. After stirring at room temperature for 2 h, the mixture was concentrated under reduced pressure. Water was added to the residue and the resulting yellow suspension was filtered to give the title compound (0.66 g, 74%) as a yellow solid. MS 362 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673942B2
Source datasetuspto-grants-2014_03
ORD IDord-3878696d677449978627d939f789ada6
Source noteuspto-grants-2014_03