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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2110789Generated: October 26, 2026

Sodium Carbonate → N-[6-(6-chloro-2-methoxy-pyrimidin-4-yl)-benzothiazol-2-yl]-acetamide

https://huagongshe.com/reaction/2110789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4,6-Dichloro-2-methoxypyrimidineHCID 12052160—
Reactantn-(6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazol-2-yl)acetamideHCID 51354026—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductN-[6-(6-chloro-2-methoxy-pyrimidin-4-yl)-benzothiazol-2-yl]-acetamideHCID 8624011013.6%

Reaction Steps

Argon is bubbled through a mixture of N-[6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzothiazol-2-yl]-acetamide (1.12 g, 3.52 mmol), 2-methoxy-4,6-dichloropyrimidine (700 mg, 3.91 mmol), Na2CO3 (625 mg, 5.9 mmol), and bis(triphenylphosphine)palladium(II)chloride (280 mg, 0.4 mmol), in dimethoxyethane (8 mL), water (3.4 mL) and EtOH (2.2 mL) for 10 minutes. The mixture is irradiated by microwave at 160° C. for 10 minutes added water (20 mL) and extracted with EtOAc (40 mL). The organic extracts are combined and dried over magnesium sulfate, filtered and concentrated to afford N-[6-(6-chloro-2-methoxy-pyrimidin-4-yl)-benzothiazol-2-yl]-acetamide (160 mg) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517889B2
Source datasetuspto-grants-2009_04
ORD IDord-ccc87920150a4f828df610b8d6d08c56
Source noteuspto-grants-2009_04