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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204739Generated: October 29, 2026

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

https://huagongshe.com/reaction/2204739

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant3-AminopyridineHCID 10009—
ReactantDiisopropylethylamineHCID 81531—
ReactantHOAtHCID 181649—
Reactant5-Bromo-2-{[(4-fluorophenyl)methyl]oxy}-4-(4-morpholinylmethyl)benzoic acidHCID 66611726—
SolventDimethylformamideHCID 6228—
Product5-Bromo-2-{[(4-fluorophenyl)methyl]oxy}-4-(4-morpholinylmethyl)-N-3-pyridinylbenzamideHCID 66611734—

Reaction Steps

To a solution of 5-bromo-2-{[(4-fluorophenyl)methyl]oxy}-4-(4-morpholinylmethyl)benzoic acid (may be prepared as described in Description 20; 150 mg, 0.35 mmol) in N,N-dimethylformamide (4 ml) was added 3-aminopyridine (39.9 mg, 0.42 mmol), diisopropylethylamine (0.12 ml, 0.71 mmol), 1-hydroxy-7-azabenzotriazole (57.7 mg, 0.42 mmol) and EDC (102 mg, 0.53 mmol). The mixture was stirred for 18 hours, then the solvent removed in vacuo to give a solid. Purification by MDAP yielded the title compound as a solid. 95 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365551B2
Source datasetuspto-grants-2016_06
ORD IDord-11d50d45daa4447c89b0b386eb1153f9
Source noteuspto-grants-2016_06