Methanethiol → Ethyl 2-butyl-1-[[2'-(methoxycarbonyl)-(1,1'-biphenyl)-4-yl]-methyl]-4-(methylthio)-1H-imidazole-5-carboxylate

Participants

Role	Name	HCID	Charge
Reactant	Methanethiol	HCID 878	—
Reactant	Ethyl 2-butyl-5-methylsulfanyl-3H-imidazole-4-carboxylate	HCID 9859628	—
Reactant	Methyl 4'-(bromomethyl)biphenyl-2-carboxylate	HCID 11012181	—
Product	Ethyl 2-butyl-1-[[2'-(methoxycarbonyl)-(1,1'-biphenyl)-4-yl]-methyl]-4-(methylthio)-1H-imidazole-5-carboxylate	HCID 21479063	69.3%

Reaction Steps

The operation is carried out as in Example 5, starting with 0.6 g of ethyl 2-butyl-4-(methylthio)-1H-imidazole-5-carboxylate (prepared as indicated in Stages C and D of Preparation 1, replacing the ethanethiol with methanethiol), using 907 mg of methyl 4'-(bromomethyl)-(1,1'-biphenyl)-2-carboxylate. After chromatography on silica (eluant: methylene chloride - ethyl acetate (97-3)), 0.8 g of the desired product is obtained.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05684028
Source dataset	uspto-grants-1997_11
ORD ID	ord-aeb5e32492864283b407ea7d8eb7f72f
Source note	uspto-grants-1997_11