Triphenylphosphine → 2-Chloro-11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridine

Participants

Role	Name	HCID	Charge
Reactant	Triphenylphosphine	HCID 11776	—
Reactant	Diisopropyl diazene-1,2-dicarboxylate	HCID 75555	—
Reactant	2-(6-chloro-2-(4-fluoro-1H-indol-2-yl)pyridin-3-yl)ethanol	HCID 90333616	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	2-Chloro-11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridine	HCID 90333631	89%

Reaction Steps

2-(6-chloro-2-(4-fluoro-1H-indol-2-yl)pyridin-3-yl)ethanol (60 mg, 0.21 mmol) was dissolved in THF (4 ml). To the resulting mixture was added diisopropyl azodicarboxylate (42 mg, 0.21 mmol) and PPh3 (54 mg, 0.21 mmol). The resulting mixture was stirred at RT overnight. Preparative TLC gave 2-chloro-11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridine (50 mg, yield: 89%) MS (M+H)+: 273.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09243002B2
Source dataset	uspto-grants-2016_01
ORD ID	ord-fb19bbe499254498909426d4d2313ea7
Source note	uspto-grants-2016_01