Pyridine → HCID 58300410, compound

Participants

Role	Name	HCID	Charge
Reactant	Pyridine	HCID 1049	—
Reactant	Sodium Hydroxide	HCID 14798	—
Reactant	({2-[4-(dipropylamino)butyl]-1,2,3,4-tetrahydro-6-isoquinolinyl}methyl)[(1-methyl-1H-imidazol-2-yl)methyl]amine	HCID 67163530	—
Reactant	1H-Imidazole-2-sulfonyl chloride--hydrogen chloride (1/1)	HCID 71302078	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 58300410	HCID 58300410	90.4%

Reaction Steps

In a solution of the compound 23-a (100 mg) and pyridine (59 mL) in dichloromethane (3 mL), the compound 36 (74 mg) was added. The reaction mixture was stirred at room temperature for 30 minutes. To the reaction mixture, an aqueous 1N sodium hydroxide solution (15 mL) was added. The aqueous layer was extracted twice with dichloromethane (30 mL). The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and then concentrated. The residue was purified by silica gel chromatography (ethyl acetate:methanol:triethylamine=10:1:0→10:1:0.5) to obtain the title compound (119 mg) having the following physical properties.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08822459B2
Source dataset	uspto-grants-2014_09
ORD ID	ord-6e31bd4520b64b39a4d7c0a6b6d349db
Source note	uspto-grants-2014_09