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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1097807Generated: October 31, 2026

Methanol → 5-(13-Cyclohexyl-10-((isopropylsulfonyl)carbamoyl)-3-methoxy-7h-indolo[2,1-a][2]benzazepin-6-yl)-1-ethyl-1h-pyrazole-4-carboxylic acid

https://huagongshe.com/reaction/1097807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 5-(13-cyclohexyl-10-((isopropylsulfonyl)carbamoyl)-3-methoxy-7h-indolo[2,1-a][2]benzazepin-6-yl)-1-ethyl-1h-pyrazole-4-carboxylateHCID 57948826—
SolventTetrahydrofuranHCID 8028—
Product5-(13-Cyclohexyl-10-((isopropylsulfonyl)carbamoyl)-3-methoxy-7h-indolo[2,1-a][2]benzazepin-6-yl)-1-ethyl-1h-pyrazole-4-carboxylic acidHCID 46893160—

Reaction Steps

Ethyl 5-(13-cyclohexyl-10-((isopropylsulfonyl)carbamoyl)-3-methoxy-7H-indolo[2,1-a][2]benzazepin-6-yl)-1-ethyl-1H-pyrazole-4-carboxylate was dissolved in THF (14 mL) and methanol (14 mL) then sodium hydroxide (15 mL, 15.00 mmol) (1.0N aqueous) was added to the reaction. The reaction was placed under a nitrogen atmosphere and stirred at room temperature for 16.5 hrs. The reaction was concentrated in vacuo using a rotary evaporator (bath temp equal to less than 26 C) then partitioned between ethyl acetate and 1.0N aqueous hydrochloric acid. The aqueous layer was extracted with ethyl acetate and the organic extracts combined, washed with brine and dried over magnesium sulfate. The organic solution was filtered and solvents removed in vacuo to give amorphous amber-orange solid (902 mg) after drying at room temperature in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143243B2
Source datasetuspto-grants-2012_03
ORD IDord-2c11d508101f436680bfb71a3d4e5cd8
Source noteuspto-grants-2012_03