2-Hydrazinyl-3-methylpyridine → 4-({[3-ethoxy-4-(2-methoxyethoxy)phenyl]-[1-(3-methyl-pyridin-2-yl)-5-oxo-4,5-dihydro-1H-[1,2,4]triazol-3-yl]methyl}amino)benzamidine acetate

HRID 1161487Notes

Reaction equation

HRID 1161487 reaction equation
C[O:2][C:3](=O)[N:4]=[C:5](SC)[C:6]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][O:29][CH3:30])=[C:22]([O:31][CH2:32][CH3:33])[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.[CH3:37][C:38]1[C:39]([NH:44][NH2:45])=[N:40][CH:41]=[CH:42][CH:43]=1.C[O:47]C(=O)N=C(SC)C(C1C=C(OC)C2OCOCC=2C=1)=NC1C=CC(C2N=C(C)ON=2)=CC=1.N(C1N=CC=CN=1)N>>[C:32]([OH:47])(=[O:31])[CH3:33].[CH2:32]([O:31][C:22]1[CH:21]=[C:20]([CH:6]([NH:7][C:8]2[CH:9]=[CH:10][C:11]([C:14]([NH2:18])=[NH:15])=[CH:12][CH:13]=2)[C:5]2[NH:4][C:3](=[O:2])[N:44]([C:39]3[C:38]([CH3:37])=[CH:43][CH:42]=[CH:41][N:40]=3)[N:45]=2)[CH:25]=[CH:24][C:23]=1[O:26][CH2:27][CH2:28][O:29][CH3:30])[CH3:33]

Participants

5

Reactant 4

HCID 2508432-Hydrazinyl-3-methylpyridineHCID 3465582-HydrazinylpyrimidineHCID 72312724[2-(8-methoxy-4H-benzo[1,3]dioxin-6-yl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene]carbamic acid methyl esterHCID 72312845{2-(3-Ethoxy-4-(2-methoxyethoxy)phenyl]-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester

Product 1

HCID 1363664754-({[3-ethoxy-4-(2-methoxyethoxy)phenyl]-[1-(3-methyl-pyridin-2-yl)-5-oxo-4,5-dihydro-1H-[1,2,4]triazol-3-yl]methyl}amino)benzamidine acetate

Procedure

The same procedure was carried out as in Examples (21i)-(21j), except that {2-(3-ethoxy-4-(2-methoxyethoxy)phenyl]-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester and (3-methylpyridin-2-yl)hydrazine were used instead of respectively the {2-(8-methoxy-4H-benzo[1,3]dioxin-6-yl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester in Example (21i) and 2-hydrazinopyrimidine in Example (21i), to give the title compound.

Sources & evidence

ORD record
ord-4ec6766f173e40adbc8afba06e660013
Source dataset
uspto-grants-2010_10
Patent number
US07816522B2

Reaction notes

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