HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046770Generated: October 26, 2026
Diisopropylethylamine → 3-(1-(2-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)ethyl)-8-methyl-2-phenylisoquinolin-1(2H)-one
https://huagongshe.com/reaction/1046770
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,6-Dichloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine | HCID 270265 | — |
| Reactant | (S)-3-(1-aminoethyl)-8-methyl-2-phenylisoquinolin-1(2H)-one | HCID 58008747 | — |
| Reactant | 3-(1-(2-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)ethyl)-8-methyl-2-phenylisoquinolin-1(2H)-one | HCID 86637170 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 3-(1-(2-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)ethyl)-8-methyl-2-phenylisoquinolin-1(2H)-one | HCID 86637170 | 46% |
| Product | HCID 178423763 | HCID 178423763 | — |
Reaction Steps
3-(1-Aminoethyl)-8-methyl-2-phenylisoquinolin-1(2H)-one (compound 4704) (200 mg, 0.72 mol), 2,6-dichloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (compound 5302) (393 mg, 1.44 mmol) and DIPEA (279 mg, 2.16 mmol) were dissolved in n-BuOH (20 mL) in a sealed tube, and the resulting mixture was stirred at 120° C. for 16 h. The reaction mixture was concentrated in vacuo and the residue was purified by flash column chromatography on silica gel (eluting with 30% to 50% Hex/EA) to afford the desired product, 3-(1-(2-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)ethyl)-8-methyl-2-phenylisoquinolin-1(2H)-one (compound 5303) (172 mg, 46% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08569323B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-fb0dde2f95de431981dc97b63fdb5f5d |
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| Source note | uspto-grants-2013_10 |
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