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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204745Generated: October 27, 2026

1,2-Dichloroethane → 5-Bromo-2-{[(2,4-difluorophenyl)methyl]oxy}-N-(3-methyl-4-isoxazolyl)-4-(4-morpholinylmethyl)benzamide

https://huagongshe.com/reaction/2204745

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantDiisopropylethylamineHCID 81531—
ReactantHOAtHCID 181649—
Reactant3-Methyl-1,2-oxazol-4-amine hydrochlorideHCID 13804285—
Reactant5-Bromo-2-{[(2,4-difluorophenyl)methyl]oxy}-4-(4-morpholinylmethyl)benzoic acidHCID 66611303—
SolventDimethylformamideHCID 6228—
Product5-Bromo-2-{[(2,4-difluorophenyl)methyl]oxy}-N-(3-methyl-4-isoxazolyl)-4-(4-morpholinylmethyl)benzamideHCID 66610654—

Reaction Steps

To a solution of 5-bromo-2-{[(2,4-difluorophenyl)methyl]oxy}-4-(4-morpholinylmethyl)benzoic acid (may be prepared as described in Description 22; 150 mg, 0.34 mmol) in N,N-dimethylformamide (4 ml) was added diisopropylethylamine (0.12 ml, 0.68 mmol), 1-hydroxy-7-azabenzotriazole (55.4 mg, 0.41 mmol), 3-methyl-4-isoxazolamine hydrochloride (39.9 mg, 0.41 mmol) and EDC (98 mg, 0.51 mmol). The reaction was stirred for 18 hours. The solvent was removed in vacuo and the residue was purified by column chromatography (SiO2; ethyl acetate) to yield the title compound as a solid. 162 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365551B2
Source datasetuspto-grants-2016_06
ORD IDord-db44c56f6bea4df2aa6978536779d0e8
Source noteuspto-grants-2016_06