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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731589Generated: October 29, 2026

Ammonia → HCID 12146854, compound

https://huagongshe.com/reaction/731589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantPyridineHCID 1049—
Reactant4-AzaindoleHCID 9226—
ReactantOxalyl chlorideHCID 65578—
ReactantHCID 178418373HCID 178418373—
CatalystZincchlorideHCID 3007855—
SolventDiethyl EtherHCID 3283—
SolventAcetonitrileHCID 6342—
ProductHCID 12146854HCID 12146854—

Reaction Steps

A solution of 4-azaindole (1.0 eq.) in ether is treated with methyl magnesium iodide (1.1 eq.) at room temperature, stirred for 1 h, treated with zinc chloride (1.2 eq.), stirred for a further 1 h, treated with oxalyl chloride (10 eq.), stirred for 10 h and concentrated in vacuo to give a residue. The residue is dissolved in acetonitrile and pyridine (1.6 eq.), treated with ammonia (2 eq., solution in dioxane), stirred for 1 h and concentrated in vacuo. The concentrate is purified by chromatography [silica gel, CH2Cl2/methanol (containing 5% ammonium hydroxide) as eluent] to afford the title acetamide compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585876B2
Source datasetuspto-grants-2009_09
ORD IDord-e082b6f3de424b228458ae69a92581f0
Source noteuspto-grants-2009_09