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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358620Generated: October 27, 2026

Ammonium Chloride → N-(3,5-Bis-trifluoromethyl-benzyl)-N-methyl-6-morpholin-4-yl-4-phenoxy-nicotinamide

https://huagongshe.com/reaction/1358620

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant{[3,5-Bis(trifluoromethyl)phenyl]methyl}(methyl)amineHCID 10956204—
Reactant6-Morpholin-4-yl-4-phenoxy-nicotinic acidHCID 18185377—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-(3,5-Bis-trifluoromethyl-benzyl)-N-methyl-6-morpholin-4-yl-4-phenoxy-nicotinamideHCID 980728584%

Reaction Steps

A mixture of 46 mg (0.15 mmol) 6-morpholin-4-yl-4-phenoxy-nicotinic acid, 43 mg (0.17 mmol) (3,5-bis-trifluoromethyl-benzyl)-methylamine, 32 mg (0.17 mmol) 1-(3-diaminopropyl)-3-ethyl-carbodiimide hydrochloride and a catalytic amount of 4-(N,N-dimethylamino)-pyridine in 3 ml dichloromethane was stirred at room temperature over night. The reaction mixture was diluted with water, adjusted to pH 6 with saturated aqueous ammonium chloride solution and extracted with dichloromethane. The combined organic layers were washed with saturated aqueous sodium chloride solution, dried with sodium sulfate and concentrated. Flash column chromatography afforded 68 mg (83%) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06596773B2
Source datasetuspto-grants-2003_07
ORD IDord-36182eeb80a94982b14cc0be3d519c26
Source noteuspto-grants-2003_07