Potassium Carbonate → HCID 66834610, compound

HRID 61882Notes

Reaction equation

HRID 61882 reaction equation
[CH2:1]([C:3]1[C:24]([NH:25][CH2:26][CH2:27][N:28]2[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)=[CH:23][C:6]2[C:7]([CH3:22])([CH3:21])[C:8]3[NH:9][C:10]4[C:15]([C:16]=3[C:17](=[O:18])[C:5]=2[CH:4]=1)=[CH:14][CH:13]=[C:12]([C:19]#[N:20])[CH:11]=4)[CH3:2].[C:34]([O-:37])([O-])=O.[K+].[K+]>CN(C=O)C.C(OCC)(=O)C>[CH2:1]([C:3]1[C:24]([NH:25][CH2:26][CH2:27][N:28]2[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)=[CH:23][C:6]2[C:7]([CH3:22])([CH3:21])[C:8]3[N:9]([CH2:26][CH2:27][N:28]4[CH2:33][CH2:34][O:37][CH2:30][CH2:29]4)[C:10]4[C:15]([C:16]=3[C:17](=[O:18])[C:5]=2[CH:4]=1)=[CH:14][CH:13]=[C:12]([C:19]#[N:20])[CH:11]=4)[CH3:2]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 66834873HCID 66834873, compound

Product 1

HCID 66834610HCID 66834610, compoundYield 101.9%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
90 °C

Procedure

9-Ethyl-6,6-dimethyl-8-(2-morpholin-4-yl-ethylamino)-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (10 mg) was dissolved in DMF (1 ml), added with K2CO3 (10 mg) and 1-(2-chloroethyl)morpholine (8 mg), and then stirred at 90° C. for 17 hrs. The reaction mixture was diluted with ethyl acetate (10 ml). The organic layer was washed with 10% brine and concentrated under reduced pressure. The resulting residues were purified by silica gel column (dichloromethane/methanol=99/1 to 90/10) to obtain the title compound (6.4 mg, yield 58%).

Workup

  1. washThe organic layer was washed with 10% brine
  2. concentrationconcentrated under reduced pressure
  3. customThe resulting residues were purified by silica gel column (dichloromethane/methanol=99/1 to 90/10)

Sources & evidence

ORD record
ord-5c73c713bcaf44cd8a4fd839caed7d9d
Source dataset
uspto-grants-2016_09
Patent number
US09440922B2

Reaction notes

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