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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360494Generated: November 1, 2026

Sodium Hydroxide → HCID 58493968, compound

https://huagongshe.com/reaction/2360494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 58493979HCID 58493979—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 58493968HCID 58493968—

Reaction Conditions

Temperature0 °C

Reaction Steps

Under argon 14.7 g of methyl 2-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenylcarbamoyl)-1-methyl-1H-indole-7-carboxylate are dissolved in 120 ml of tetrahydrofuran, cooled to 0° C. and combined dropwise with 60 ml of a 1 M solution of lithium aluminium hydride in tetrahydrofuran. The mixture is stirred for 2 hours and then the reaction is stopped by the dropwise addition of 30 ml of 2 N sodium hydroxide solution. Then the mixture is stirred for 30 minutes, diluted with ethyl acetate and filtered through kieselguhr. The filter cake is taken up in 60 ml of tetrahydrofuran, stirred for 10 minutes and suction filtered through kieselguhr again. The combined organic phases are dried on magnesium sulphate and evaporated down in vacuo. The residue is extracted from methanol. The precipitated solid is filtered off and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686022B2
Source datasetuspto-grants-2014_04
ORD IDord-15d7687ca5374c58be97495013efdab6
Source noteuspto-grants-2014_04