HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817349Generated: October 30, 2026
Hydrogen Bromide → 4-hydroxy-N,N,2-trimethyl-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxamide
https://huagongshe.com/reaction/1817349
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | 4-methoxy-6-(4-methoxybenzyl)-N,N,2-trimethyl-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxamide | HCID 69058241 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 4-hydroxy-N,N,2-trimethyl-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxamide | HCID 69058456 | — |
Reaction Steps
In a 50 mL heavy walled glass pressure flask 4-methoxy-6-(4-methoxybenzyl)-N,N,2-trimethyl-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridine-1-carboxamide (3.9 g) and 15 ml of (commercial) 33% HBr in HOAc were mixed. The flask was sealed, heated to 75° C. and allowed to stir overnight. The solvent was removed in vacuo. The remaining oil was dissolved in CH3CN and purified by reverse phase on a Biotage KPCM 250 compression module containing a 10 cm×60 cm Kiloprep cartridge. The product elutes at 13% CH3CN in water containing 0.1% TFA.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07598264B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-b0a5058bb4794737a75faa86d229e729 |
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| Source note | uspto-grants-2009_10 |
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