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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623802Generated: October 25, 2026

1,2-Dichloroethane → N-(3-Methyl-4-isoxazolyl)-2-[(phenylmethyl)oxy]-5-(4-pyridinyl)benzamide

https://huagongshe.com/reaction/1623802

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-Methyl-1,2-oxazol-4-amineHCID 13804284—
Reactant2-(Benzyloxy)-5-(pyridin-4-yl)benzoic acidHCID 66990482—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-(3-Methyl-4-isoxazolyl)-2-[(phenylmethyl)oxy]-5-(4-pyridinyl)benzamideHCID 67106998—

Reaction Steps

A mixture of 2-[(phenylmethyl)oxy]-5-(4-pyridinyl)benzoic acid (may be prepared as described in Description 79; 0.12 g, 0.36 mmol), EDC (0.14 g, 0.72 mmol) and HOBT (0.11 g, 0.72 mmol) in N,N-dimethylformamide (2 ml) was stirred in air at room temperature for 1 h, then 3-methyl-4-isoxazolamine (may be prepared as described in Description 91; 100 mg, 1.02 mmol) was added in one charge. The reaction mixture was stirred at 25° C. overnight. The reaction mixture was diluted with water (25 ml). The solid was filtered, washed with water (30 ml) and methanol (5 ml×2), and dried in vacuo to yield the title compound as a grey solid. 72 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-55e95e59ddf14a76835c54ae000800d0
Source noteuspto-grants-2014_07