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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190558Generated: October 27, 2026

Morpholine → N-(3-Iodo-4-methyl-phenyl)-6-morpholin-4-yl-nicotinamide

https://huagongshe.com/reaction/2190558

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-chloro-N-(3-iodo-4-methyl-phenyl)-nicotinamideHCID 7925562—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,4-DioxaneHCID 31275—
ProductN-(3-Iodo-4-methyl-phenyl)-6-morpholin-4-yl-nicotinamideHCID 17541675—

Reaction Steps

A mixture of 6-chloro-N-(3-iodo-4-methyl-phenyl)-nicotinamide (50 mg, 0.13 mmol) and morpholine (35 mg, 0.42 mmol), diisopropylethyl amine (0.07 mL, 0.42 mmol) and a catalytic amount of DMAP in dioxane (5 mL) was heated at 120° C. in a sealed tube until consumption of the limiting reagent. The mixture was then cooled and partitioned between EtOAc and water. Organic layer was removed, dried over Na2SO4 filtered and concentrated to a residue that after a silica gel column with 20-40% EtOAc in hexanes gradient afforded the product. HRMS m/z calcd for C17H18N3O2I [M+H]+: 424.0517. Found: 424.0516.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324385B2
Source datasetuspto-grants-2012_12
ORD IDord-f286f29b0c4d4e45999e1ba142c09410
Source noteuspto-grants-2012_12