Triethylamine → acetic acid (3-(2-(4-bromophenyl)-1-(4-chlorophenyl)-6-oxo-1H-purin-9(6H)-yl)phenylthio)methyl acetate

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	Sodium Hydroxide	HCID 14798	—
Reactant	6-(4-Bromo-phenyl)-5-(4-chloro-phenyl)-1-(3-methylsulfanyl-phenyl)-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one	HCID 24781619	—
Reactant	3-{5-(4-Chloro-phenyl)-4-oxo-6-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-4,5-dihydro-pyrazolo[3,4-d]pyrimidin-1-yl}-benzonitrile	HCID 57899437	—
Solvent	Dichloromethane	HCID 6344	—
Product	acetic acid (3-(2-(4-bromophenyl)-1-(4-chlorophenyl)-6-oxo-1H-purin-9(6H)-yl)phenylthio)methyl acetate	HCID 131731396	—

Reaction Steps

4-Bromo-N-(4-chloro-phenyl)-benzamide (3) used is prepared by the following procedure. To a solution of 4-chloroaniline (1, 66.0 g, 517.0 mmol) and 4-bromobenzoyl chloride (2, 109.0 g, 497.0 mmol) in dichloromethane (1200 mL) is added triethyl amine (83.0 mL, 596.0 mmol). The reaction mixture is then poured into 0.05 N sodium hydroxide solution and the resulted suspension is stirred at rt for 1 h. The solid formed is filtered and washed with water. The resulted white solid is dried under vacuum. The product is used in the next step reaction.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08722691B2
Source dataset	uspto-grants-2014_05
ORD ID	ord-d2c5ab2edf574ec180f33895ec074231
Source note	uspto-grants-2014_05