HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15296Generated: October 25, 2026
4-(N-Boc-amino)piperidine → Methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[6-(methyloxy)-1,5-naphthyridin-4-yl]propanoate
https://huagongshe.com/reaction/15296
Participants
| Role | Name | HCID | Charge |
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| Reactant | 4-(N-Boc-amino)piperidine | HCID 723833 | — |
| Reactant | Methyl 2-[6-(methyloxy)-1,5-naphthyridin-4-yl]-2-propenoate | HCID 57423102 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | 1,1,3,3-Tetramethylguanidine | HCID 66460 | — |
| Product | Methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[6-(methyloxy)-1,5-naphthyridin-4-yl]propanoate | HCID 57423104 | — |
Reaction Steps
To a solution of methyl 2-[6-(methyloxy)-1,5-naphthyridin-4-yl]-2-propenoate (2.53 g, 10.37 mmol) in DMF (4 ml) and tetramethylguanidine (0.1 ml) was added 1,1-dimethylethyl 4-piperidinylcarbamate (2.08 g, 10.37 mmol). The reaction was stirred for 1 hour at 70° C. after which time the solvent was evaporated. The residue was chromatographed on silica eluting with a gradient of 5% methanol in dichloromethane affording the desired compound as a yellow solid (2.66 g, 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07732461B2 |
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| Source dataset | uspto-grants-2010_06 |
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| ORD ID | ord-3cf1206945f44fc7be4f7d9f075c1ab8 |
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| Source note | uspto-grants-2010_06 |
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