HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1034940Generated: October 27, 2026
Ammonia → 2-(3-(8-Methoxy-1-oxo-1,2-dihydro-2,7-naphthyridin-3-yl)propyl)isoindoline-1,3-dione
https://huagongshe.com/reaction/1034940
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methyl 4-(5-(1,3-dioxoisoindolin-2-yl)pent-1-ynyl)-2-methoxynicotinate | HCID 58094505 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(3-(8-Methoxy-1-oxo-1,2-dihydro-2,7-naphthyridin-3-yl)propyl)isoindoline-1,3-dione | HCID 58094629 | — |
Reaction Steps
Methyl 4-(5-(1,3-dioxoisoindolin-2-yl)pent-1-ynyl)-2-methoxynicotinate (100 mg, 0.26 mmol) is dissolved in 7% NH3 in MeOH (3 mL) and heated at 115° C. in a sealed tube for 24 hours. The reaction mixture is cooled and the solvents are removed by evaporation. The cyclized product is separated using silica gel column chromatography using hexan:ethyl acetate as solvent. MS m/z 364.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546370B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-4081a06af1a2496bab815e53e4845501 |
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| Source note | uspto-grants-2013_10 |
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