HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217134Generated: October 26, 2026
Sodium Bicarbonate → 3-(1-(2-chloro-9H-purin-6-ylamino)ethyl)-8-methyl-2-phenylisoquinolin-1(2H)-one
https://huagongshe.com/reaction/217134
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| 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 | — |
| Reactant | HCID 178423763 | HCID 178423763 | — |
| Solvent | Ethanol hydrochloride | HCID 21887872 | — |
| Product | 3-(1-(2-chloro-9H-purin-6-ylamino)ethyl)-8-methyl-2-phenylisoquinolin-1(2H)-one | HCID 178423749 | 90% |
| Product | HCID 178423763 | HCID 178423763 | — |
Reaction Steps
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, 0.33 mmol) was dissolved in HCl/EtOH (3 M, 5 mL) and the resulting mixture was stirred at room temperature for 1 h. The mixture was neutralized with saturated NaHCO3 aqueous solution to pH=7-8, and then extracted with CH2Cl2 (50 mL×3). The combined organic layer was washed with brine, dried over Na2SO4 and filtered. The filtrate was concentrated in vacuo and recrystallized from ethyl acetate and hexanes. The solid was collected by filtration and dried in vacuo to afford the desired product, 3-(1-(2-chloro-9H-purin-6-ylamino)ethyl)-8-methyl-2-phenylisoquinolin-1(2H)-one (compound 5304) (128 mg, 90% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08193182B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-b435f950e7dd491bb58bb2f06aa16632 |
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| Source note | uspto-grants-2012_06 |
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