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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204747Generated: October 31, 2026

1,2-Dichloroethane → 5-(1-Methyl-1H-pyrazol-4-yl)-4-(4-morpholinylcarbonyl)-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide

https://huagongshe.com/reaction/2204747

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant3-AminopyridineHCID 10009—
ReactantDiisopropylethylamineHCID 81531—
ReactantHOAtHCID 181649—
Reactant5-(1-Methyl-1H-pyrazol-4-yl)-4-(4-morpholinylcarbonyl)-2-[(phenylmethyl)oxy]benzoic acidHCID 66611117—
SolventDimethylformamideHCID 6228—
Product5-(1-Methyl-1H-pyrazol-4-yl)-4-(4-morpholinylcarbonyl)-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamideHCID 66635102—

Reaction Steps

To a solution of 5-(1-methyl-1H-pyrazol-4-yl)-4-(4-morpholinylcarbonyl)-2-[(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 26; 150 mg, 0.36 mmol) in N,N-dimethylformamide (3 ml) was added diisopropylethylamine (0.12 ml, 0.71 mmol), 3-aminopyridine (40.2 mg, 0.43 mmol), 1-hydroxy-7-azabenzotriazole (58.1 mg, 0.43 mmol) and EDC (116 mg, 0.61 mmol). The reaction was stirred for 18 hours and then the solvent was removed in vacuo. The residue was purified by MDAP to yield the title compound as a yellow gum. 111 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365551B2
Source datasetuspto-grants-2016_06
ORD IDord-352e64f075094e79ad7d17eb881c36d3
Source noteuspto-grants-2016_06