Hydrogen Bromide → HCID 57643017, compound

HRID 2112776Notes

Reaction equation

HRID 2112776 reaction equation
[CH2:1]([N:5]1[C:10](=[O:11])[C:9]2[C:12]3[CH:18]=[C:17]([CH3:19])[CH:16]=[C:15]([OH:20])[C:13]=3[S:14][C:8]=2[N:7]=[C:6]1[C:21]1[CH:26]=[C:25]([O:27][CH3:28])[C:24]([O:29][CH3:30])=[C:23]([O:31]C)[C:22]=1[Br:33])[CH2:2][CH2:3][CH3:4].Br.S([O-])([O-])(=O)=O.[Na+].[Na+]>C(O)(=O)C>[Br:33][C:22]1[C:23]([OH:31])=[C:24]([O:29][CH3:30])[C:25]([O:27][CH3:28])=[CH:26][C:21]=1[C:6]1[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:10](=[O:11])[C:9]2[C:12]3[CH:18]=[C:17]([CH3:19])[CH:16]=[C:15]([OH:20])[C:13]=3[S:14][C:8]=2[N:7]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24436Sodium SulfateHCID 59854736HCID 59854736, compound

Product 1

HCID 57643017HCID 57643017, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-Butyl-2-(2-bromo-3,4,5-trimethoxyphenyl)-8-hydroxy-6-methyl-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one (compound No. 694) (40 mg) was stirred with HBr in acetic acid (1 ml) for five days. Saturated sodium sulphate solution was added and the product was extracted into ethyl acetate. After washing with water and brine, the solvent was evaporated and the precipitate was purified by chromatography using dichloromethane-methanol 99:1 as an eluent. Compound No. 696 was isolated as a by-product.

Workup

  1. extractionthe product was extracted into ethyl acetate
  2. washAfter washing with water and brine
  3. customthe solvent was evaporated
  4. customthe precipitate was purified by chromatography
  5. custom696 was isolated as a by-product

Sources & evidence

ORD record
ord-76fabf88b57345a9a68793e1e7e04147
Source dataset
uspto-grants-2009_04
Patent number
US07524853B2

Reaction notes

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