HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 66337Generated: October 25, 2026
Pyridine → 2-(7-Chloro-1,8-naphthyridin-2-yl)-3-diethylaminocarbonyloxy-isoindolin-1-one
https://huagongshe.com/reaction/66337
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Diethylcarbamoyl chloride | HCID 6916 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(7-Chloro-1,8-naphthyridin-2-yl)-3-hydroxyisoindolin-1-one | HCID 19900408 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(7-Chloro-1,8-naphthyridin-2-yl)-3-diethylaminocarbonyloxy-isoindolin-1-one | HCID 22754741 | 57.5% |
Reaction Steps
The procedure of Example 21 is followed but starting with 2-(7-chloro-1,8-naphthyridin-2-yl)-3-hydroxy-isoindolin-1-one (6.2 g.) in methylene chloride (300 cc.), diethylcarbamoyl chloride (8.15 g.), triethylamine (8.4 cc.) and pyridine (30 cc.). Water (250 cc.) is added to the reaction mixture after it has been stirred for 48 hours at a temperature of about 20° C. The precipitate formed is filtered off and recrystallised from diisopropyl ether (800 cc.) to give 2-(7-chloro-1,8-naphthyridin-2-yl)-3-diethylaminocarbonyloxy-isoindolin-1-one (4.7 g.) melting at 142°-144° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04131674 |
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| Source dataset | uspto-grants-1978_12 |
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| ORD ID | ord-5c9a789c3a32422c83bb9b1833d78db1 |
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| Source note | uspto-grants-1978_12 |
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