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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217128Generated: October 25, 2026

Diisopropylethylamine → 8-methyl-2-phenyl-3-((1S)-1-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)ethyl)-isoquinolin-1(2H)-one

https://huagongshe.com/reaction/217128

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purineHCID 97740—
Reactant8-methyl-2-phenyl-3-((1S)-1-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)ethyl)-isoquinolin-1(2H)-oneHCID 58008558—
Reactant(S)-3-(1-aminoethyl)-8-methyl-2-phenylisoquinolin-1(2H)-oneHCID 58008747—
Solvent1-ButanolHCID 263—
Product8-methyl-2-phenyl-3-((1S)-1-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)ethyl)-isoquinolin-1(2H)-oneHCID 5800855860%
ProductHCID 178423766HCID 178423766—

Reaction Steps

3-(1-Aminoethyl)-8-methyl-2-phenylisoquinolin-1(2H)-one (compound 4704) (200 mg, 0.72 mmol), 6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (344 mg, 1.44 mmol) and DIPEA (279 mg, 2.16 mmol) were dissolved in n-BuOH (20 ml), and the resulting mixture was stirred at reflux for 16 h. The reaction mixture was concentrated in vacuo and purified by flash column chromatography on silica gel (eluting with 30% to 50% Hex/EA) to afford the desired product, 8-methyl-2-phenyl-3-((1S)-1-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)ethyl)isoquinolin-1(2H)-one (compound 4901) (207 mg, 60% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193182B2
Source datasetuspto-grants-2012_06
ORD IDord-cea70ffc77684eb9851ab85e0fe9671f
Source noteuspto-grants-2012_06