Potassium Carbonate → HCID 24771651, compound

HRID 1670707Notes

Reaction equation

HRID 1670707 reaction equation
Cl.Cl[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1.C(=O)([O-])[O-].[K+].[K+].[OH:17][C:18]1[CH:19]=[CH:20][C:21]2[N:43]([CH:44]=1)[C:24]1[N:25]([C:34]3[CH:39]=[CH:38][C:37]([N+:40]([O-:42])=[O:41])=[CH:36][CH:35]=3)[C:26](=[O:33])[C:27]3[C:32]([C:23]=1[N:22]=2)=[CH:31][CH:30]=[CH:29][CH:28]=3>CN(C=O)C>[N:5]1([CH2:4][CH2:3][O:17][C:18]2[CH:19]=[CH:20][C:21]3[N:43]([CH:44]=2)[C:24]2[N:25]([C:34]4[CH:39]=[CH:38][C:37]([N+:40]([O-:42])=[O:41])=[CH:36][CH:35]=4)[C:26](=[O:33])[C:27]4[C:32]([C:23]=2[N:22]=3)=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 77210Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 24771030HCID 24771030, compound

Product 1

HCID 24771651HCID 24771651, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-(2-Chloroethyl)morpholine hydrochloride (1.2 equiv., 0.806 mmol, 0.121 g) and potassium carbonate (3 equiv., 2.01 mmol, 0.278 g) were added to a solution compound 10 (1.0 equiv., 6.71 mmol, 0.250 g) in DMF (3 ml). The mixture was heated at reflux for 2 h. The reaction product was precipitated by the addition of water, filtered off and washed with isopropanol and isopropyl ether successively to give 9-[2-(4-morpholinyl)-ethoxy]-6-(4-nitrophenyl)-pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolin-5(6H)-one (79) (0.156 g, yield=46%, purity (LC)=95%) as a brown powder.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 2 h
  3. customThe reaction product was precipitated by the addition of water
  4. filtrationfiltered off
  5. washwashed with isopropanol and isopropyl ether successively

Sources & evidence

ORD record
ord-a8adc44fba544daf8da44e0956a90d95
Source dataset
uspto-grants-2011_08
Patent number
US07994187B2

Reaction notes

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