2-Hydrazinylpyrimidine → (S)-4-({(3,5-Dimethoxyphenyl)-[1-(3-methylpyridin-2-yl)-5-oxo-4,5-dihydro-1H-[1,2,4]triazol-3-yl]methyl}amino)benzamidine acetate

Participants

Role	Name	HCID	Charge
Reactant	2-Hydrazinylpyrimidine	HCID 346558	—
Reactant	2-Hydrazinyl-6-methylpyridine	HCID 13590465	—
Reactant	{2-(3-Methoxy-5-methoxymethylphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester	HCID 72312743	—
Reactant	{2-(3,5-Dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester	HCID 72312837	—
Reactant	(S)-4-{[(3-methoxy-5-methoxymethylphenyl)-(5-oxo-1-pyrimidin-2-yl-4,5-dihydro-1H-[1,2,4]triazol-3-yl)methyl]amino}benzamidine acetate	HCID 136366210	—
Product	(S)-4-({(3,5-Dimethoxyphenyl)-[1-(3-methylpyridin-2-yl)-5-oxo-4,5-dihydro-1H-[1,2,4]triazol-3-yl]methyl}amino)benzamidine acetate	HCID 136389298	—

Reaction Steps

The same procedure was carried out as in Examples (10d) to (10e), except that {2-(3,5-dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester and (6-methylpyridin-2-yl)hydrazine [CAS No. 5315-24-2] were used instead of respectively {2-(3-methoxy-5-methoxymethylphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester and 2-hydrazinopyrimidine in Example (10d), to give the first eluting enantiomer of the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07816522B2
Source dataset	uspto-grants-2010_10
ORD ID	ord-c05594a16b9044b3944cae2f0c338d5b
Source note	uspto-grants-2010_10