Diisopropylethylamine → {2-[4-(2-Dimethylaminoethoxy)-phenyl]-5-fluoro-3-phenyl-furo[2,3-b]pyridin-4-yl}-[1,3]-dithiolan-2-ylmethylamine

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	(1,3-Dithiolan-2-yl)methanamine	HCID 12372267	—
Reactant	(2-[4-(4-Chloro-5-fluoro-3-phenyl-furo[2,3-b]pyridin-2-yl)-phenoxy]ethyl)dimehtylamine	HCID 58608099	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	{2-[4-(2-Dimethylaminoethoxy)-phenyl]-5-fluoro-3-phenyl-furo[2,3-b]pyridin-4-yl}-[1,3]-dithiolan-2-ylmethylamine	HCID 58608111	—

Reaction Conditions

Temperature	150 °C

Reaction Steps

The mixture of (2-[4-(4-chloro-5-fluoro-3-phenyl-furo[2,3-b]pyridin-2-yl)-phenoxy]-ethyl)-dimehtylamine (7) (30.0 mg, 0.07 mmol), 1,3-dithiolan-2-methylamine (65.8 mg, 0.49 mmol) and diisopropylethylamine (63.0 mg, 0.49 mmol) in NMP (0.6 mL) was heated to 150° C. with stirring under N2 overnight. The reaction mixture was purified by silica gel column chromatography, eluting with DCM/MeOH, 9/1, to give the title compound. MS (m/z), M+H+ 510.0.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07674907B2
Source dataset	uspto-grants-2010_03
ORD ID	ord-09a032eed2a346ecb3e45818e25e4bc2
Source note	uspto-grants-2010_03