2-Hydrazinylpyrimidine → 4-({[3,5-dimethoxy-4-(2-methoxyethoxy)phenyl]-[1-(2-methoxyphenyl)-5-oxo-4,5-dihydro-1H-[1,2,4]triazol-3-yl]methyl}amino)benzamidine acetate

HRID 1161473Notes

Reaction equation

HRID 1161473 reaction equation
CO[C:3](=[O:33])[N:4]=[C:5](SC)[C:6]([C:20]1[CH:25]=[C:24]([O:26][CH3:27])[C:23]([OH:28])=[C:22]([O:29][CH3:30])[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.Cl.[CH3:35][O:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=1[NH:43][NH2:44].COC(=O)N=C(SC)C(C1C=[C:68]([O:70][CH3:71])[CH:67]=C(O)C=1)=NC1C=CC(C2N=C(C)ON=2)=CC=1.N(C1N=CC=CN=1)N>>[C:24]([OH:26])(=[O:36])[CH3:25].[CH3:27][O:26][C:24]1[CH:25]=[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:33])[N:43]([C:38]3[CH:39]=[CH:40][CH:41]=[CH:42][C:37]=3[O:36][CH3:35])[N:44]=2)[CH:21]=[C:22]([O:29][CH3:30])[C:23]=1[O:28][CH2:67][CH2:68][O:70][CH3:71]

Participants

5

Reactant 4

HCID 3465582-HydrazinylpyrimidineHCID 28494452-Methoxyphenylhydrazine HydrochlorideHCID 72312820{2-(3-Hydroxy-5-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl esterHCID 136366462{2-(4-Hydroxy-3,5-dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester

Product 1

HCID 1363863434-({[3,5-dimethoxy-4-(2-methoxyethoxy)phenyl]-[1-(2-methoxyphenyl)-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 Example (6a), except that {2-(4-hydroxy-3,5-dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester (Example (86a)) and 2-methoxyphenylhydrazine 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 and 2-hydrazinopyrimidine, to give the title compound.

Sources & evidence

ORD record
ord-b5d4597eda224684b8a34741a658edea
Source dataset
uspto-grants-2010_10
Patent number
US07816522B2

Reaction notes

Loading…