Sodium Carbonate → N-cyclopropyl-6-methyl-4'-[5-(methylamino)-1,3,4-oxadiazol-2-yl]-1,1'-biphenyl-3-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	Sodium Carbonate	HCID 10340	—
Reactant	N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide	HCID 21914577	—
Reactant	2-(4-Iodophenyl)-5-(methylamino)-1,3,4-oxadiazole	HCID 69320316	—
Catalyst	HCID 178418397	HCID 178418397	—
Solvent	1,2-Dimethoxyethane	HCID 8071	—
Product	N-cyclopropyl-6-methyl-4'-[5-(methylamino)-1,3,4-oxadiazol-2-yl]-1,1'-biphenyl-3-carboxamide	HCID 10360378	—

Reaction Conditions

Temperature	80 °C

Reaction Steps

2-(4-Iodophenyl)-5-(methylamino)-1,3,4-oxadiazole (Intermediate 36) (30 mg), N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide (33 mg), tetrakis(triphenylphosphine)palladium (13 mg) and aqueous sodium carbonate (1M, 0.11 ml) in DME (3 ml) were mixed and heated at 80° C. for 18 hours. The reaction was purified by HPLC to give N-cyclopropyl-6-methyl-4′-[5-(methylamino)-1,3,4-oxadiazol-2-yl]-1,1′-biphenyl-3-carboxamide.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07425555B2
Source dataset	uspto-grants-2008_09
ORD ID	ord-5eaba3c502644856ae0c279a2cc9e814
Source note	uspto-grants-2008_09