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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718270Generated: October 29, 2026

4-Methylphenyl isocyanate → 4-(5-Amino-2-(pyridin-3-yl)thiazolo[5,4-d]pyrimidin-7-yl)-N-(p-tolyl)piperazine-1-carboxamide

https://huagongshe.com/reaction/718270

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methylphenyl isocyanateHCID 69325—
Reactant7-(Piperazin-1-yl)-2-(pyridin-3-yl)thiazolo[5,4-d]pyrimidin-5-amineHCID 50942056—
Solvent1,4-DioxaneHCID 31275—
Product4-(5-Amino-2-(pyridin-3-yl)thiazolo[5,4-d]pyrimidin-7-yl)-N-(p-tolyl)piperazine-1-carboxamideHCID 4691638279.3%

Reaction Steps

To a suspension of 5-amino-7-(piperazin-1-yl)-2-(pyridine-3-yl)thiazolo[5,4-d]pyrimidine (150 mg, 0.48 mmol) in dioxane (10 ml) was added 4-tolyl isocyanate (63 μl, 0.5 mmol). The resulting reaction mixture was stirred at room temperature for 30 minutes. The solvents were evaporated in vacuo and the residue was purified by flash chromatography on silica, the mobile phase being a mixture of methanol and dichloromethane (in a ratio of 1/25), yielding the pure title compound as a yellowish solid (170 mg, 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193741B2
Source datasetuspto-grants-2015_11
ORD IDord-9e1be929a6454bfea2259600a36d84a2
Source noteuspto-grants-2015_11