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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14995Generated: October 29, 2026

Sodium Hydroxide → 10-Methyl-8-[1-(1-methyl-1h-pyrazol-3-ylcarbamoyl)-2-(3-oxo-cyclopentyl)-ethyl]-5,5-dioxo-5,10-dihydrophenothiazin-3-carboxylic acid

https://huagongshe.com/reaction/14995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantethyl 10-methyl-8-[1-(1-methyl-1H-pyrazol-3-ylcarbamoyl)-2-(3-oxocyclopentyl)ethyl]-5,5-dioxo-5,10-dihydrophenothiazine-3-carboxylateHCID 58024214—
SolventMethanolHCID 887—
Product10-Methyl-8-[1-(1-methyl-1h-pyrazol-3-ylcarbamoyl)-2-(3-oxo-cyclopentyl)-ethyl]-5,5-dioxo-5,10-dihydrophenothiazin-3-carboxylic acidHCID 67237668—

Reaction Steps

260 mg of ethyl 10-methyl-8-[1-(1-methyl-1H-pyrazol-3-ylcarbamoyl)-2-(3-oxocyclopentyl)ethyl]-5,5-dioxo-5,10-dihydrophenothiazine-3-carboxylate are suspended in 10 ml of methanol, and 1.64 ml of a 2 M NaOH solution are added. The reaction mixture is heated at the boil under reflux for one hour. The methanol is removed under reduced pressure and the reaction mixture is adjusted to pH 4 by addition of concentrated hydrochloric acid. The mixture is extracted three times with in each case 100 ml of ethyl acetate. The combined organic phases are dried over MgSO4 and then concentrated under reduced pressure. This gives 155 mg of 10-methyl-8-[1-(1-methyl-1H-pyrazol-3-ylcarbamoyl)-2-(3-oxocyclopentyl)ethyl]-5,5-dioxo-5,10-dihydrophenothiazine-3-carboxylic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732440B2
Source datasetuspto-grants-2010_06
ORD IDord-524e663e80df4743996235ecdb96ba50
Source noteuspto-grants-2010_06