Hydrochloric Acid → HCID 24771034, compound

HRID 1670710Notes

Reaction equation

HRID 1670710 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:19]3[N:20]4[CH:26]=[C:25]([O:27][CH2:28][C:29]([O:31]CC)=[O:30])[CH:24]=[CH:23][C:21]4=[N:22][C:18]=3[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]2=[O:34])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl>CN(C=O)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[C:19]3[N:20]4[CH:26]=[C:25]([O:27][CH2:28][C:29]([OH:31])=[O:30])[CH:24]=[CH:23][C:21]4=[N:22][C:18]=3[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]2=[O:34])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 24771033HCID 24771033, compound

Product 1

HCID 24771034HCID 24771034, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of compound 13 (1.0 equiv., 0.207 g, 0.45 mmol) in a mixture of DMF (5 ml) and concentrated aqueous HCl (10 ml) was heated at reflux for 2 days. After cooling to room temperature, the reaction product was filtered off and washed with isopropanol and isopropylether successively to give the hydrochloride salt of 2-[[5,6-dihydro-6-(4-nitrophenyl)-5-oxo-pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolin-9-yl]oxy]-acetic acid (14) (0.165 g, yield=96%, purity (LC)=90%) as a light brown powder.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 days
  3. filtrationthe reaction product was filtered off
  4. washwashed with isopropanol and isopropylether successively

Sources & evidence

ORD record
ord-e3fbb75a3cb9451baa56b461e7fd6b9a
Source dataset
uspto-grants-2011_08
Patent number
US07994187B2

Reaction notes

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