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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1396740Generated: November 1, 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/1396740

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 numberUS08901132B2
Source datasetuspto-grants-2014_12
ORD IDord-a1a1deb2e8fb4c869a166384a88bdf88
Source noteuspto-grants-2014_12