Diisopropylethylamine → 1-(9H-Carbazol-4-yloxy)-3-(9-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl)-propan-2-ol

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	(S)-(+)-4-(2,3-Epoxypropoxy)carbazole	HCID 10879208	—
Reactant	Z-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene	HCID 59686818	—
Solvent	Ethanol	HCID 702	—
Product	1-(9H-Carbazol-4-yloxy)-3-(9-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl)-propan-2-ol	HCID 69233535	—

Reaction Conditions

Temperature	95 °C

Reaction Steps

(S)-4-Oxiranylmethoxy-9H-carbazole (18.5 mg, 0.077 mmol) and Z-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene (20 mg, 0.189 mmol) were placed in a μW tube with ethanol (3 ml), DIPEA (15 μL, 0.086 mmol) and heated to 95° C. for 900 sec. The solvent was evaporated from the reaction mixture and the residue was purified via silica chromatography (30% Ethyl acetate/heptane) to yield the title compound as a residue.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08530475B2
Source dataset	uspto-grants-2013_09
ORD ID	ord-da40b1bd40e047d984800b98255f6936
Source note	uspto-grants-2013_09