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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 401701Generated: October 30, 2026

1,2-Dichloroethane → HCID 59625752, compound

https://huagongshe.com/reaction/401701

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantHCID 43088494HCID 43088494—
Reactant(4-(Azetidin-3-yl)piperazin-1-yl)(thiazol-2-yl)methanoneHCID 59625677—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 59625752HCID 5962575241.4%

Reaction Steps

To a solution of compound 5e (115.9 mg, 0.34 mmol), compound 55h (82 mg, 0.31 mmol) and EDC (87.9 mg, 0.46 mmol) in CH2Cl2 (5 mL) was added Et3N (0.13 mL, 0.92 mmol). The reaction mixture was stirred at room temperature overnight. The mixture was diluted with CH2Cl2 and H2O and the water layer was acidified to pH˜6 with 1 N aqueous HCl. The organic solution was dried over Na2SO4 and concentrated. The residue was purified by flash column chromatography (silica gel, 2% MeOH/EtOAc) to give compound Cpd 724 (64.4 mg). 1H NMR (400 MHz, CDCl3): δ 7.89 (d, J=3.2 Hz, 1H), 7.31-7.63 (m, 9H), 4.38-4.63 (m, 2H), 4.03-4.37 (m, 6H), 3.74-3.96 (m, 2H), 3.20-3.29 (m, 1H), 3.16 (t, J=8.3 Hz, 2H), 2.38-2.61 (m, 4H). MS m/z (M+H+) 502.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741887B2
Source datasetuspto-grants-2014_06
ORD IDord-f53d8c544558475d9008763d85c19fe0
Source noteuspto-grants-2014_06