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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731601Generated: October 29, 2026

Ammonia → HCID 22663070, compound

https://huagongshe.com/reaction/731601

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantPyridineHCID 1049—
Reactant6-AzaindoleHCID 9219—
ReactantOxalyl chlorideHCID 65578—
ReactantHCID 178418373HCID 178418373—
CatalystZincchlorideHCID 3007855—
SolventDiethyl EtherHCID 3283—
ProductHCID 22663070HCID 22663070—

Reaction Steps

A solution of 6-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 remove the solvent and excess oxalyl chloride. The resultant residue is dissolved in CH3CN and pyridine (1.6 eq.), treated with ammonia (2 eq., solution in dioxane), stirred for 1 h and concentrated in vacuo. This residue 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-ab12c65e53944ac5aaee91d604c50653
Source noteuspto-grants-2009_09