Hydrogen Bromide → HCID 178514873, compound

HRID 1822243Notes

Reaction equation

HRID 1822243 reaction equation
[CH2:1]([C:8]1[C:12]2[C:13](=[O:29])[N:14]([C:21]3[CH:26]=[CH:25][C:24]([O:27]C)=[CH:23][CH:22]=3)[C:15]3[N:16]=[CH:17][CH:18]=[CH:19][C:20]=3[C:11]=2[NH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br.O>C(O)(=O)C>[CH2:1]([C:8]1[C:12]2[C:13](=[O:29])[N:14]([C:21]3[CH:22]=[CH:23][C:24]([OH:27])=[CH:25][CH:26]=3)[C:15]3[N:16]=[CH:17][CH:18]=[CH:19][C:20]=3[C:11]=2[NH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 178492029HCID 178492029, compound

Product 1

HCID 178514873HCID 178514873, compoundYield 86.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 3-benzyl-5-(4-methoxyphenyl)-1H-pyrazolo[4,3-c][1,8]naphthyridin-4 (5H)-one (200 mg, 0.52 mmol, prepared in Example 51) in acetic acid (2 ml) was added 47% hydrogen bromide (1 ml), and the mixture was heated under reflux overnight. The reaction mixture was admixed with water, and filtered to give precipitates which were dried to afford 3-benzyl-5-(4-hydroxyphenyl)-1H-pyrazolo[4,3-c][1,8]naphthyridin-4 (5H)-one (165 mg, 86%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux overnight
  3. filtrationfiltered
  4. customto give
  5. customprecipitates which
  6. customwere dried

Sources & evidence

ORD record
ord-cbe985a66fed4ce0a148176389d40491
Source dataset
uspto-grants-2009_10
Patent number
US07608716B2

Reaction notes

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