Hydrogen Bromide → HCID 67340484, compound

HRID 1670714Notes

Reaction equation

HRID 1670714 reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:29]([CH:30]=1)[C:9]1[N:10]([C:20]3[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=3)[C:11](=[O:19])[C:12]3[C:17]([C:8]=1[N:7]=2)=[C:16]([CH3:18])[CH:15]=[CH:14][CH:13]=3.Br>>[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[N:29]([CH:30]=1)[C:9]1[N:10]([C:20]3[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=3)[C:11](=[O:19])[C:12]3[C:17]([C:8]=1[N:7]=2)=[C:16]([CH3:18])[CH:15]=[CH:14][CH:13]=3

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 67342933HCID 67342933, compound

Product 1

HCID 67340484HCID 67340484, compoundYield 18.5%

Procedure

A suspension of 9-methoxy-1-methyl-6-(4-nitrophenyl)-pyrido[2′,1′:2,3]imidazo-[4,5-c]isoquinolin-5(6H)-one (I30) (0.14 mmol, 0.056 g) in a concentrated aqueous HBr solution (5 ml) was refluxed overnight. The reaction mixture was concentrated under reduced pressure. The crude product was brought on a filter and washed with isopropanol and isopropylether to give the hydrobromide salt of 9-hydroxy-1-methyl-6-(4-nitrophenyl)-pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolin-5(6H)-one (110) (0.010 g, yield=17%, purity (LC)=91%).

Workup

  1. temperaturewas refluxed overnight
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. filtrationa filter
  4. washwashed with isopropanol and isopropylether

Sources & evidence

ORD record
ord-aca6d5ddc9de49f088e65b6a07dc73c8
Source dataset
uspto-grants-2011_08
Patent number
US07994187B2

Reaction notes

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