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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449364Generated: October 29, 2026

Toluene → HCID 59496556, compound

https://huagongshe.com/reaction/449364

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhosgeneHCID 6371—
ReactantTriethylamineHCID 8471—
Reactant4-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl saltHCID 67541489—
ReactantHCID 67542462HCID 67542462—
SolventAcetonitrileHCID 6342—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59496556HCID 59496556—

Reaction Steps

To a solution of 20% phosgene in toluene (Phosgene:Toluene=1:4 v/v, 24.4 uL, 0.0461 mmol) was added a solution of (1S,2R)-2-methoxyindan-1-amine HCl salt (6.0 mg, 0.030 mmol) and triethylamine (9.6 uL, 0.069 mmol) in tetrahydrofuran (0.3 mL). The resulted mixture was stirred at r.t. for 2 h., and concentrated. To the residue was added a solution of 4-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt (10 mg, 0.02 mmol) and triethylamine (12.8 uL, 0.092 mmol) in acetonitrile (0.3 mL). The reaction mixture was stirred at room temperature for 30 min The mixture was purified by RP-LCMS (pH=10) to afford the desired product. Analytic LCMS (M+H)+: m/z=514.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481732B2
Source datasetuspto-grants-2013_07
ORD IDord-9100525cdf5e4435b9c776e53687abb3
Source noteuspto-grants-2013_07