Hydrochloric Acid → HCID 44608228, compound

HRID 1943675Notes

Reaction equation

HRID 1943675 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:10]([N:12]2[CH2:17][CH2:16][O:15][C:14]3[CH:18]=[CH:19][N:20]=[CH:21][C:13]2=3)=[O:11])[CH:5]=[C:6]([Br:9])[C:7]=1[OH:8].[ClH:22].O1CCOCC1>O1CCCC1>[ClH:22].[Br:1][C:2]1[CH:3]=[C:4]([C:10]([N:12]2[CH2:17][CH2:16][O:15][C:14]3[CH:18]=[CH:19][N:20]=[CH:21][C:13]2=3)=[O:11])[CH:5]=[C:6]([Br:9])[C:7]=1[OH:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 44608229Epaminurad

Product 1

HCID 44608228HCID 44608228, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a 25 ml flask, (3,5-dibromo-4-hydroxy-phenyl)-(2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-methanone (510 mg, 1.23 mmol) and tetrahydrofuran (40 ml) were added and stirred at 750 for 20 minutes. 4.0M Hydrochloric acid dissolved in 1,4-dioxane (0.34 ml, 1.36 mmol) was added thereto dropwise and then stirred at 75□ for 10 minutes. The reaction mixture was filtered in hot state without cooling and washed with ether, and the resulting solid was dried under vacuum at 600 for 12 hours to obtain the target compound 33 as white solid (520 mg, 93.7%).

Workup

  1. additionwas added
  2. stirringdropwise and then stirred at 75□ for 10 minutes
  3. filtrationThe reaction mixture was filtered in hot state
  4. temperaturewithout cooling
  5. washwashed with ether
  6. customthe resulting solid was dried under vacuum at 600 for 12 hours

Sources & evidence

ORD record
ord-baa88052272b4d6db791aa81116a7626
Source dataset
uspto-grants-2013_03
Patent number
US08394792B2

Reaction notes

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