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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963710Generated: October 26, 2026

Triethylamine → n-{4-[4-(Methylamino)-3-nitrophenoxy](2-pyridyl)}[(2-morpholin-4-ylethyl)amino]carboxamide

https://huagongshe.com/reaction/1963710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant2-MorpholinoethylamineHCID 408285—
Reactant4-[4-(Methylamino)-3-nitrophenoxy]pyridine-2-carboxylic acidHCID 22040497—
SolventTolueneHCID 1140—
Productn-{4-[4-(Methylamino)-3-nitrophenoxy](2-pyridyl)}[(2-morpholin-4-ylethyl)amino]carboxamideHCID 59790251—

Reaction Conditions

Temperature75 °C

Reaction Steps

A flame dried flask was charged with 4-[4-(methylamino)-3-nitrophenoxy]pyridine-2-carboxylic acid (1 eq), diphenylphosphoryl azide (1.1 eq), triethylamine (2.1 eq) and 20 ml toluene and heated for one and one half hours at 75° C. To this was added 2-morpholin-4-ylethylamine (1.2 eq) and the resulting mixture was stirred at 75° C. overnight. The reaction was then concentrated and partitioned between ethyl acetate and distilled water. The organic layer was dried with sodium sulfate and concentrated and titurated with ether then hexanes to give the purified product. MS: MH+=417.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415382B2
Source datasetuspto-grants-2013_04
ORD IDord-2001ed3fbf74426581466b9a2b18ec53
Source noteuspto-grants-2013_04