HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1818910Generated: November 2, 2026
Triphenylphosphine → 2-(4-methoxybenzyl)-3,4-dihydro-2,7-naphthyridin-1(2H)-one
https://huagongshe.com/reaction/1818910
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 4-(2-hydroxyethyl)-N-(4-methoxybenzyl)nicotinamide | HCID 66803630 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(4-methoxybenzyl)-3,4-dihydro-2,7-naphthyridin-1(2H)-one | HCID 11288634 | 91.2% |
Reaction Steps
4-(2-hydroxy-ethyl)-N-(4-methoxy-benzyl)-nicotinamide (2.2 g, 7.683 mmol) and triphenylphosphine (4.03 g, 15.37 mmol) were dissolved in 50 mL of anhydrous THF. The mixture, while being stirred at 0° C. under the nitrogen atmosphere, dropwisely added with diethyl azocarboxylate (1.4 mL, 9.220 mmol) and stirred for about 1 hour at room temperature. The mixture was then concentrated under reduced pressure and a silica gel column chromatography (3% MeOH/MC) was performed on the resulting residue and obtained 1.88 g (91%) of 2-(4-methoxy-benzyl)-3,4-dihydro-2H-[2,7]naphtyridine-1-on in white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07601736B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-1e9c0e1ac9fa4f8790d1b67610e97c34 |
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| Source note | uspto-grants-2009_10 |
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