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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658049Generated: October 28, 2026

Sodium Cyanide → HCID 67415407, compound

https://huagongshe.com/reaction/658049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 67414524HCID 67414524—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 67415407HCID 6741540736%

Reaction Steps

To a solution of 1.00 g (2.4 mmol) of 7-bromomethyl-5-chloro-indole-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester in DMSO (10 ml) at RT, 012 g of sodium cyanide was added. The reaction mixture was stirred at RT for one hour, poured on a saturated aqueous ammonium chloride solution and the product was extracted with EtOAc. The combined organic phases were dried over Na2SO4 and concentrated in vacuo. Flash chromatography (SiO2, EtOAc/Hex 9/1) afforded 0.31 g (36%) of 5-chloro-7-cyanomethyl-indole-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester as a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076360B2
Source datasetuspto-grants-2011_12
ORD IDord-0253fddc92fd41b6bb3934e9f87ca9f0
Source noteuspto-grants-2011_12