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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429581Generated: October 31, 2026

Trifluoroacetic acid → 2-((1-(5-Chloropyrimidin-2-yl)piperidin-4-yl)oxy)-6-(piperidin-4-yl)benzo[d]thiazole

https://huagongshe.com/reaction/1429581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 4-(2-((1-(5-chloropyrimidin-2-yl)piperidin-4-yl)oxy)benzo[d]thiazol-6-yl)piperidine-1-carboxylateHCID 67467599—
SolventDichloromethaneHCID 6344—
Product2-((1-(5-Chloropyrimidin-2-yl)piperidin-4-yl)oxy)-6-(piperidin-4-yl)benzo[d]thiazoleHCID 6746828095%

Reaction Steps

To a solution of tert-butyl 4-(2-((1-(5-chloropyrimidin-2-yl)piperidin-4-yl)oxy)benzo[d]thiazol-6-yl)piperidine-1-carboxylate (133 mg, 0.251 mmol) in CH2Cl2 (2.5 mL) was added TFA (0.2 mL, 2.5 mmol). The reaction mixture was stirred at rt for 3 h. The reaction mixture was diluted with CH2Cl2 (5 mL) and washed with aq. NaOH (1 N, 3 mL) and brine. The organic layer was dried (Na2SO4), filtered, and concentrated to afford 2-((1-(5-chloropyrimidin-2-yl)piperidin-4-yl)oxy)-6-(piperidin-4-yl)benzo[d]thiazole (102 mg, 0.237 mmol, 95% yield) as a pale yellow solid. LCMS (m/z)=430 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940716B2
Source datasetuspto-grants-2015_01
ORD IDord-0027a0a816dc4cc2ae817ad5ebd78219
Source noteuspto-grants-2015_01