Potassium Carbonate → 1-(1,4-Dimethyl-1H-indol-3-ylmethyl)-3-(2-morpholin-4-yl-ethyl)-1H-quinazoline-2,4-dione

HRID 388485Notes

Reaction equation

HRID 388485 reaction equation
ClC1C=CC([CH:8]([N:10]2[C:19](=[O:20])[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12][C:11]2=[O:21])[CH3:9])=CC=1.[I-].[CH3:23][N:24]1[C:32]2[C:27](=[C:28]([CH3:33])[CH:29]=[CH:30][CH:31]=2)[C:26]([CH2:34][N+](C)(C)C)=[CH:25]1.[C:39]([O-:42])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:23][N:24]1[C:32]2[C:27](=[C:28]([CH3:33])[CH:29]=[CH:30][CH:31]=2)[C:26]([CH2:34][N:12]2[C:13]3[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:19](=[O:20])[N:10]([CH2:8][CH2:9][N:10]3[CH2:11][CH2:39][O:42][CH2:9][CH2:8]3)[C:11]2=[O:21])=[CH:25]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 17836486((1,4-Dimethylindole-3-yl)methyl)trimethylammonium iodideHCID 687437773-[1-(4-chloro-phenyl)-ethyl]-1H-quinazoline-2,4-dione

Product 1

HCID 687503401-(1,4-Dimethyl-1H-indol-3-ylmethyl)-3-(2-morpholin-4-yl-ethyl)-1H-quinazoline-2,4-dione

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To a mixture of 3-[1-(4-chloro-phenyl)-ethyl]-1H-quinazoline-2,4-dione (175 mg, 0.58 mmol) and (1,4-dimethyl-1H-indol-3-ylmethyl)-trimethylammonium iodide (210 mg, 0.61 mmol) in DMF (2.5 mL) is added K2CO3 (100 mg, 0.72 mmol). The mixture is stirred at 60° C. for 4 hours.

Sources & evidence

ORD record
ord-d8a4fd6df22b49cfa3b27c206d299f0b
Source dataset
uspto-grants-2013_02
Patent number
US08377949B2

Reaction notes

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