Morpholine → HCID 22503318, compound

HRID 1006898

Reaction equation

HRID 1006898 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[NH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1.C(=O)([O-])[O-].[K+].[K+].CN[C:24]([C:26]1[C:27]([CH3:32])=[CH:28][CH:29]=[CH:30][CH:31]=1)=[O:25]>CS(C)=O>[N:10]1([C:2]2[CH:9]=[CH:8][C:5]([C:6]3[NH:7][C:24](=[O:25])[C:26]4[C:27]([CH:32]=3)=[CH:28][CH:29]=[CH:30][CH:31]=4)=[CH:4][CH:3]=2)[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1

Participants

6

Reactant 4

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 145174-FluorobenzonitrileHCID 75111N-methyl-2-toluamide

Product 1

HCID 22503318HCID 22503318, compoundYield 41.5%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

4-(4-Morpholinyl)benzonitrile obtained by reacting 4-fluorobenzonitrile (10.89 g) and morpholine (7.84 g) in the presence of potassium carbonate (12.42 g) in dimethyl sulf oxide (45 ml) was reacted with N-methyl-o-toluamide (8.019 g) according to Example 10-1, to give 6.840 g of 3-[4-(4-morpholinyl)phenyl]isoquinolin-1-one.

Sources & evidence

ORD record
ord-bfb04973d50f447d9915484061949813
Source dataset
uspto-grants-2004_09
Patent number
US06790844B2

Linked notes

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