Methyl iodide → 4-{[(5-oxo-1-pyridazin-3-yl-4,5-dihydro-1H-[1,2,4]triazol-3-yl)-(3,4,5-trimethoxyphenyl)methyl]amino}benzamidine acetate

HRID 1161474Notes

Reaction equation

HRID 1161474 reaction equation
C[O:2][C:3](=O)[N:4]=[C:5](SC)[C:6]([C:20]1[CH:25]=[C:24]([O:26][CH3:27])[C:23]([O:28][CH3:29])=[C:22]([OH:30])[CH:21]=1)=[N:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:18]=C(C)O[N:15]=2)=[CH:10][CH:9]=1.CI.Cl.[NH:37]([C:39]1[N:40]=[N:41][CH:42]=[CH:43][CH:44]=1)[NH2:38].[CH3:45][O:46]C(=O)N=C(SC)C(C1C=C(OC)C=C(O)C=1)=NC1C=CC(C2N=C(C)ON=2)=CC=1.BrCCOC.N(C1N=CC=CN=1)N>>[C:24]([OH:26])(=[O:46])[CH3:25].[O:2]=[C:3]1[N:37]([C:39]2[N:40]=[N:41][CH:42]=[CH:43][CH:44]=2)[N:38]=[C:5]([CH:6]([NH:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]([NH2:18])=[NH:15])=[CH:10][CH:9]=2)[C:20]2[CH:25]=[C:24]([O:26][CH3:27])[C:23]([O:28][CH3:29])=[C:22]([O:30][CH3:45])[CH:21]=2)[NH:4]1

Participants

7

Reactant 6

HCID 6328Methyl iodideHCID 809722-Bromoethyl methyl etherHCID 3465582-HydrazinylpyrimidineHCID 214559923-Hydrazinylpyridazine hydrochlorideHCID 72312728{2-(3-Hydroxy-4,5-dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl esterHCID 72312820{2-(3-Hydroxy-5-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester

Product 1

HCID 1363662304-{[(5-oxo-1-pyridazin-3-yl-4,5-dihydro-1H-[1,2,4]triazol-3-yl)-(3,4,5-trimethoxyphenyl)methyl]amino}benzamidine acetate

Procedure

The same procedure was carried out as in Example (6a), except that {2-(3-hydroxy-4,5-dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester, methyl iodide and 3-hydrazinopyridazine hydrochloride were used instead of respectively the {2-(3-hydroxy-5-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester, 1-bromo-2-methoxyethane and 2-hydrazinopyrimidine, to give the title compound.

Sources & evidence

ORD record
ord-34cd22955b74425887557d3b6450ec10
Source dataset
uspto-grants-2010_10
Patent number
US07816522B2

Reaction notes

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