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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2215188Generated: November 1, 2026

Water → HCID 10272714, compound

https://huagongshe.com/reaction/2215188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
ReactantMethyl bromoacetateHCID 60984—
ReactantHCID 21055258HCID 21055258—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 10272714HCID 1027271461.3%

Reaction Steps

A slurry of 5-benzyl-1-hydroxy-5,6,7,8,9,10-hexahydro-cyclohepta[b]indole-10-carboxylic acid amide (Part F; 275 mg; 0.822 mmol) and Cs2CO3 (670 mg; 2.06 mmol) in 8 mL of DMF was treated with methyl bromoacetate (0.100 mL; 1.07 mmol). After stirring overnight at ambient temperature, the reaction mixture was poured into water and EtOAc (20 mL each). The layers were separated, and the organic phase was washed with water (3×20 mL), dried over Na2SO4 and concentrated in vacuo. Purification by radial chromatography (CHCl3) afforded 205 mg (0.504 mmol; 61%) of the title ester as a white foam. ES-MS: 407 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109231B2
Source datasetuspto-grants-2006_09
ORD IDord-26a3baaaba1e48cb9b57947b27deac62
Source noteuspto-grants-2006_09