1H-Indazol-5-amine → HCID 136391300, compound

Participants

Reaction Steps

The title compound (62 mg, 43%) was synthesized as a brick red solid (instead of stirring at it, 1 mL of H2O was added to crash out the product) according to the method described for Example A74 using 5-fluoroisatin (82.5 mg, 0.5 mmol), 5-aminoindazole (66.5 mg, 0.5 mmol). 1H NMR indicated a 3:1 mixture of E/Z isomers. 1H NMR (400 MHz, DMSO-d6) δ 13.22 (s, 1H), 11.00 (s, 1H), 8.10 (s, 1H), 6.67 (d, J=8.8 Hz, 1H), 7.39 (s, 1H), 7.22 (dt, J=9.2 Hz, 2.4 Hz, 1H), 7.10 (dd, J=8.8 Hz, 1.6 Hz, 1H), 6.90 (dd, J=8.8 Hz, 4.4 Hz, 1H), 6.14 (dd, J=8.8 Hz, 2.8 Hz, 1H); MS ESI 281.0 [M+H]+, calcd for [C15H9FN4O+H]+ 281.1.

Provenance & Evidence