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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1188925Generated: November 1, 2026

Ammonium Hydroxide → HCID 66898156, compound

https://huagongshe.com/reaction/1188925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 66898145HCID 66898145—
SolventDimethylformamideHCID 6228—
ProductHCID 66898156HCID 6689815696.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 7-methoxy-5-{[5-(methylsulfonyl)pyridin-2-yl]oxy}-1H-indole-2-carboxylic acid (2.18 g), N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride (2.3 g), 1-hydroxybenzotriazole (1.6 g) and N,N-dimethylformamide (20 ml) was stirred at 50° C. for 25 min. The mixture was cooled to room temperature, and 10% aqueous ammonium hydroxide solution (3 mL) was added to the mixture. After stirring at room temperature for 2 days, the mixture was concentrated under reduced pressure. Water was added to the residue and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, dried over magnesium sulfate, filtered and concentrated to give the title compound (2.09 g, 96%) as an orange oil. MS 362 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673942B2
Source datasetuspto-grants-2014_03
ORD IDord-94d538ade07645b290e8fd92edaf5c9d
Source noteuspto-grants-2014_03