Dimethylformamide → 10-(4-pyridylmethyl)-5H,10H-imidazo[1,2-a]-indeno[1,2-e]pyrazin-4-one

HRID 1290756Notes

Reaction equation

HRID 1290756 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH:7]=[C:8]2[C:20]3[N:19]4[CH:21]=[CH:22][N:23]=[C:18]4[C:17](=[O:24])[NH:16][C:15]=3[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]2=3)=[CH:3][CH:2]=1.CN(C)C=O>[Pd].C(O)(=O)C>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH:8]2[C:20]3[N:19]4[CH:21]=[CH:22][N:23]=[C:18]4[C:17](=[O:24])[NH:16][C:15]=3[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]2=3)=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 6228DimethylformamideHCID 6701521310-(4-pyridylmethylene)-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one

Product 1

HCID 1529137010-(4-pyridylmethyl)-5H,10H-imidazo[1,2-a]-indeno[1,2-e]pyrazin-4-oneYield 24.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

The procedure is performed as in Example 13, but starting with 0.8 g of 10-(4-pyridylmethylene)-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one, 250 ml of dimethylformamide and 80 mg of 10% palladium on charcoal, with addition also of 10 ml of acetic acid. 0.2 g of 10-(4-pyridylmethyl)-5H,10H-imidazo[1,2-a]-indeno[1,2-e]pyrazin-4-one is obtained, in the form of a pale yellow solid melting above 260° C. (Analysis % calculated C: 72.60, H: 4.49, N: 17.82, O: 5.09, % found C: 72.3, H: 4.3, N: 17.8).

Sources & evidence

ORD record
ord-88b46611ea584019af3d6bd89723149b
Source dataset
uspto-grants-1998_05
Patent number
US05753657

Reaction notes

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