Hydrogen Bromide → HCID 54684489, compound

HRID 1817319Notes

Reaction equation

HRID 1817319 reaction equation
[F:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][N:7]2[CH2:16][CH2:15][C:14]3[C:9](=[C:10]([O:24]C)[C:11](=[O:23])[N:12]([CH3:22])[C:13]=3[N:17]([CH3:21])[C:18](=[O:20])[CH3:19])[C:8]2=[O:26])=[CH:4][CH:3]=1.Br.O>C(O)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH2:16][CH2:15][C:14]3[C:9](=[C:10]([OH:24])[C:11](=[O:23])[N:12]([CH3:22])[C:13]=3[N:17]([CH3:21])[C:18](=[O:20])[CH3:19])[C:8]2=[O:26])=[CH:27][CH:28]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 69059007HCID 69059007, compound

Product 1

HCID 54684489HCID 54684489, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To N-[6-(4-fluorobenzyl)-4-methoxy-2-methyl-3,5-dioxo-2,3,5,6,7,8-hexahydro-2,6-naphthyridin-1-yl]-N-methylacetamide (0.070 g, 0.181 mmol) was dissolved in 1 mL glacial acetic acid and 0.75 mL 30% by weight HBr in acetic acid solution was added. The reaction was stirred for 1.5 hours, water was added and the reaction evaporated to dryness under vacuum. The residue was purified on reverse phase and the fractions collected and evaporated. The residue was dissolved in dioxane, from which crystals formed and were collected. The crystals were dried under vacuum with heat to give the product.

Workup

  1. customthe reaction evaporated to dryness under vacuum
  2. customThe residue was purified on reverse phase
  3. customthe fractions collected
  4. customevaporated
  5. dissolutionThe residue was dissolved in dioxane, from which crystals
  6. customformed
  7. customwere collected
  8. customThe crystals were dried under vacuum
  9. temperaturewith heat
  10. customto give the product

Sources & evidence

ORD record
ord-1fdd80462c044b15b26501992e5c1314
Source dataset
uspto-grants-2009_10
Patent number
US07598264B2

Reaction notes

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