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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678802Generated: October 31, 2026

1,2-Dichloroethane → HCID 67345799, compound

https://huagongshe.com/reaction/1678802

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Pyridineacetic acid, hydrochloride (1:1)HCID 2723724—
ReactantHCID 68668700HCID 68668700—
SolventDimethylformamideHCID 6228—
ProductHCID 67345799HCID 67345799—

Reaction Conditions

Temperature100 °C

Reaction Steps

To 1-[4-(3-methyl-9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl)phenyl]methanamine hydrochloride (5-3, 20 mg, 0.050 mmol)), EDC (12 mg, 0.065 mmol), HOBT (10 mg, 0.0650 mmol), DIPEA (0.033 ml, 0.199 mmol), and pyridin-3-ylacetic acid hydrochloride (11 mg, 0.0650 mmol) was added 0.6 mL anhydrous dimethylformamide. The reaction mixture was then heated under microwave irradiation at 100° C. for 5 minutes. Purification of crude reaction mixture by reverse phase chromatography (Waters Sunfire MSC18, 1% acetonitrile/0.1% trifluoroacetic acid/water→95% acetonitrile/0.1% trifluoroacetic acid/water) & conversion to HCl salt (addition of saturated solution of HCl in ethyl acetate (˜4N) & concentration) gave the title compound as yellow solid. HRMS (M+H+): calculated=243.1079, observed=243.1083.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008317B2
Source datasetuspto-grants-2011_08
ORD IDord-e161e5b7445f431881ab63a89c1a8df7
Source noteuspto-grants-2011_08