Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376883Generated: October 30, 2026

Sodium Chloride → HCID 21949172, compound

https://huagongshe.com/reaction/2376883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantDimethylformamideHCID 6228—
ReactantPhenyl chloroformateHCID 15891—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 69312861HCID 69312861—
SolventPyridineHCID 1049—
SolventTriethylamineHCID 8471—
ProductHCID 21949172HCID 21949172—

Reaction Steps

While a mixture of N1-methyl-5-(2-amino-4-pyridyl)oxy-3-chloro-1H-1-indolecarboxamide (850 mg, Production example 102-1), triethylamine (0.37 ml), pyridine (320 mg) and N,N-dimethylformamide (10 ml) was cooled with ice and sodium chloride, phenyl chloroformate (630 mg) was added dropwise to the mixture. Aqueous solution of sodium hydrogencarbonate was added thereto after stirring for 20 minutes; extraction was performed with ethyl acetate; and purification was performed by silica gel column chromatography (ethyl acetate). The crystals precipitated by adding ethyl acetate to the residue were filtered off to yield the title compound as white crystals (160 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07468380B2
Source datasetuspto-grants-2008_12
ORD IDord-0266ec46f8374e7f9e9d323480ae01e9
Source noteuspto-grants-2008_12