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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595443Generated: October 29, 2026

Sodium Carbonate → HCID 89690920, compound

https://huagongshe.com/reaction/595443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant6-AminobenzothiazoleHCID 68288—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 89689517HCID 89689517—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 89690920HCID 89690920—

Reaction Conditions

Temperature110 °C

Reaction Steps

To solution of 2-chloro-N-isopropyl-5-(5-phenyl-1,3,4-oxadiazol-2-yl)pyridin-4-amine (200 mg, 0.6 mmol) in dioxane (10 mL): H2O (2 mL), 6-amino benzothiazole (0.63 mmol, 1 equiv.), xanthphos (0.2 mmol, 0.4 equiv.) and Na2CO3 (2.5 mmol, 4 equiv.) were added and degassed for 10 min. To the reaction mixture Pd2(dba)3 (0.2 mmol, 0.4 equiv.) was added and degassed again for 10 min. It was then heated at 110° C. for overnight. The reaction mass was cooled and filtered through small pad of celite. The filtrate obtained was concentrated to provide crude material. The crude material was purified by column chromatography through silica gel and MeOH: DCM as eluent. The material obtained was further purified by prep. HPLC to afford N2-(benzo[d]thiazol-6-yl)-N4-isopropyl-5-(5-phenyl-1,3,4-oxadiazol-2-yl)pyridine-2,4-diamine

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242975B2
Source datasetuspto-grants-2016_01
ORD IDord-8d7c0677ef0149d89e249c600111a983
Source noteuspto-grants-2016_01