1H-Indazol-5-amine → 3-(2-furanyl)-N-1H-indazol-5-yl-3-oxopropanamide

Participants

Role	Name	HCID	Charge
Reactant	1H-Indazol-5-amine	HCID 88012	—
Reactant	Ethyl 3-(fur-2-yl)-3-oxopropanoate	HCID 2759240	—
Product	3-(2-furanyl)-N-1H-indazol-5-yl-3-oxopropanamide	HCID 57755915	—

Reaction Conditions

Temperature	180 °C

Reaction Steps

Ethyl 2-(fur-2-oyl)acetate (3 mL) was mixed with 5-aminoindazole (0.50 g) and heated in a SmithSynthesizer to 180° C. for 300 seconds. The crude mixture was then purified by silica gel chromatography to yield the title compound as a light purple solid. 1H NMR (keto tautomer) (400 MHz, DMSO-D6) δ ppm 12.99 (s, 1H), 10.22 (s, 1H), 8.11 (s, 1H), 8.05 (s, 1H), 8.02 (s, 1H), 7.58 (d, 1H), 7.49 (d, 1H), 7.40 (dd, 1H), 6.77 (dd, 1H), 3.96 (s, 2H). MS m/z 270 (M+1)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07560467B2
Source dataset	uspto-grants-2009_07
ORD ID	ord-f9730e71b5524dfba0d8830683e9c443
Source note	uspto-grants-2009_07