HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44397Generated: October 28, 2026
4-Methoxybenzylamine → HCID 57456934, compound
https://huagongshe.com/reaction/44397
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | Benzyl 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylate | HCID 57456935 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 57456934 | HCID 57456934 | 116.5% |
Reaction Steps
Benzyl 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylate (Example 66b) (0.55 g, 1.75 mmol) was dissolved in DMF (8 mL) and 4-methoxybenzylamine (0.56 mL, 4.31 mmol) was added. The reaction was heated at 115° C. for 30 minutes, then cooled to room temperature and poured into ice water. The resultant precipitate was dissolved in 10 mL TFA and stirred at room temperature for 15 minutes, then the mixture was poured into ice water. The resultant precipitate was collected, dissolved in dichloromethane, dried over MgSO4, filtered and evaporated to give the crude benzyl 4-amino-2-oxo-1,2-dihydroquinoline-3-carboxylate (600 mg) which was used as this without further purification. MS 295 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08541421B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-11862ecf33ed499f9dc894414dc38dbd |
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| Source note | uspto-grants-2013_09 |
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