Hydrogen Bromide → HCID 178514888, compound

HRID 1822231Notes

Reaction equation

HRID 1822231 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([CH:27]=[CH:28][CH:29]=1)[CH2:6][C:7]1[C:11]2[C:12](=[O:26])[N:13]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:14]3[N:15]=[CH:16][CH:17]=[CH:18][C:19]=3[C:10]=2[NH:9][N:8]=1.Br.O>C(O)(=O)C>[OH:2][C:3]1[CH:4]=[C:5]([CH:27]=[CH:28][CH:29]=1)[CH2:6][C:7]1[C:11]2[C:12](=[O:26])[N:13]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:14]3[N:15]=[CH:16][CH:17]=[CH:18][C:19]=3[C:10]=2[NH:9][N:8]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 178490031HCID 178490031, compound

Product 1

HCID 178514888HCID 178514888, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 3-(3-methoxybenzyl)-5-phenyl-1H-pyrazolo[4,3-c][1,8]naphthyridin-4 (5H)-one (53 mg, 0.14 mmol, prepared in Example 20) in acetic acid (2 ml) was added 47% hydrogen bromide (1.5 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-(3-hydroxybenzyl)-5-phenyl-1H-pyrazolo[4,3-c][1,8]naphthyridin-4 (5H)-one (39 mg, 76%).

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-1c373db5854c4fdb8f9a9c44af6da5a6
Source dataset
uspto-grants-2009_10
Patent number
US07608716B2

Reaction notes

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