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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449344Generated: October 29, 2026

Toluene → HCID 59496652, compound

https://huagongshe.com/reaction/449344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhosgeneHCID 6371—
ReactantTriethylamineHCID 8471—
Reactant1-(3-Methylpyridin-2-yl)piperidin-4-amineHCID 24208822—
Reactant4-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl saltHCID 67541489—
SolventAcetonitrileHCID 6342—
ProductHCID 59496652HCID 59496652—

Reaction Steps

To a solution of 20% phosgene in toluene (Phosgene:Toluene=1:4, 20.1 uL, 0.0380 mmol) was added a solution of 4-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt (15 mg, 0.034 mmol) and triethylamine (14.4 uL, 0.104 mmol) in acetonitrile (0.5 mL). The resulting mixture was stirred for 10 min A mixture of 1-(3-methylpyridin-2-yl)piperidin-4-amine (9.8 mg, 0.051 mmol) (Alfa Aesar, Cat. #H50779) and triethylamine (14 uL, 0.10 mmol) in acetonitrile (0.3 mL) was added to above mixture. The reaction mixture was stirred at r.t. for 30 min., and then purified by RP-LCMS (pH=10) to afford the desired product. Analytic LCMS (M+H)+: m/z=542.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481732B2
Source datasetuspto-grants-2013_07
ORD IDord-41751b943de4465ca607fa23c39fa331
Source noteuspto-grants-2013_07