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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747128Generated: October 30, 2026

1,2-Dimethoxyethane → HCID 10028858, compound

https://huagongshe.com/reaction/747128

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant(Naphthalen-2-yl)boronic acidHCID 2734375—
ReactantHCID 9978709HCID 9978709—
CatalystHCID 178418476HCID 178418476—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 10028858HCID 10028858—

Reaction Conditions

Temperature120 °C

Reaction Steps

(Ph3P)2PdCl2 (0.026 g, 0.038 mmol, Strem) was added to a mixture of benzothiazol-6-yl-[6-chloro-5-(4-trifluoromethylphenyl)pyridazin-3-yl]amine (0.203 g, 0.5 mmol, Example 81(e), 2-naphthaleneboronic acid (0.129 g, 0.75 mmol, Aldrich), Na2CO3 (0.053 g, 0.5 mmol), dimethoxyethane (1.4 mL), EtOH (0.4 mL) and water (0.6 mL). The reaction mixture was heated in a microwave at 120° C. for 15 min with stirring under nitrogen. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (50 mL), washed with 1N NaOH (20 mL) and water (2×20 mL), dried over Na2SO4 and concentrated in vacuo. The residue was purified by silica gel chromatography with ethyl acetate/hexane (1:1) to give the title compound as an yellow amorphous solid. MS (ESI, pos. ion) m/z: 499 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396831B2
Source datasetuspto-grants-2008_07
ORD IDord-086c2f50ef384e34b50f60260564db0c
Source noteuspto-grants-2008_07