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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 243077Generated: October 30, 2026

Diisopropylethylamine → [(S)-1-(7-Bromo-6-methoxy-1-phenyl-1H-benzoimidazol-2-yl)ethyl]-[9-(tetrahydro-pyran-2-yl)-9H-purin-6-yl]amine

https://huagongshe.com/reaction/243077

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purineHCID 97740—
Reactant(S)-1-(7-Bromo-6-methoxy-1-phenyl-1H-benzoimidazol-2-yl)ethylamine dihydrochlorideHCID 68157275—
SolventIsopropanolHCID 3776—
Product[(S)-1-(7-Bromo-6-methoxy-1-phenyl-1H-benzoimidazol-2-yl)ethyl]-[9-(tetrahydro-pyran-2-yl)-9H-purin-6-yl]amineHCID 6815791445.9%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of (S)-1-(7-bromo-6-methoxy-1-phenyl-1H-benzoimidazol-2-yl)ethylamine dihydrochloride (0.75 g, 1.8 mmol) in IPA (10 mL) was added 6-chloro-9-(tetrahydro-pyran-2-yl)-9H-purine (0.56 mg, 2.34 mmol) and DIPEA (1.2 mL, 7.2 mmol) and the reaction mixture heated at 90° C. for 16 h. The reaction mixture was concentrated in vacuo and the resultant residue subjected to flash chromatography (SiO2, eluting with 0-10% methanol in EtOAc) to give the title compound as a white solid (453 mg, 44%). LCMS (Method C): RT=3.22 min, [M+H]+=548 & 550.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653089B2
Source datasetuspto-grants-2014_02
ORD IDord-cdf02f4197d14909ad25f66d9d029c68
Source noteuspto-grants-2014_02