Hydrochloric Acid → 4-(6-Bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-7-fluoro-3-methyl-2-(2-methylpyridin-3-yl)quinoline

Participants

Role	Name	HCID	Charge
Reactant	Hydrochloric Acid	HCID 313	—
Reactant	1,4-Dioxane	HCID 31275	—
Reactant	6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine	HCID 67284981	—
Reactant	4-Chloro-7-fluoro-3-methyl-2-(2-methylpyridin-3-yl)quinoline	HCID 67285227	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	4-(6-Bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-7-fluoro-3-methyl-2-(2-methylpyridin-3-yl)quinoline	HCID 67284897	—

Reaction Conditions

Temperature	150 °C

Reaction Steps

Prepared according to procedure L using 6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine (100 mg, 0.44 mmol), 4-chloro-7-fluoro-3-methyl-2-(2-methylpyridin-3-yl)quinoline (126 mg, 0.44 mmol) and hydrochloric acid in 1,4-dioxane (0.11 mL, 0.44 mmol) in NMP (2.0 mL) and heating in the microwave at 150° C. for 2 h. After purification 4-(6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-7-fluoro-3-methyl-2-(2-methylpyridin-3-yl)quinoline was obtained as a yellow film. Mass Spectrum (ESI) m/e=477 [(M+1) (79Br)] and 479 [(M+1) (81Br)].

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08765940B2
Source dataset	uspto-grants-2014_07
ORD ID	ord-e469832feee0479aae00c178ca14eeab
Source note	uspto-grants-2014_07