ChemicalBook CAS DataBase List (1H-INDAZOL-3-YL)-ACETIC ACID

(1H-INDAZOL-3-YL)-ACETIC ACID synthesis

8synthesis methods

Product Name:(1H-INDAZOL-3-YL)-ACETIC ACID
CAS Number:26663-42-3
Molecular formula:C9H8N2O2
Molecular Weight:176.17

5678-48-8 Synthesis

5678-48-8
101 suppliers
$43.50/5g

26663-42-3
89 suppliers
$73.00/100mg

Yield:26663-42-3 78%

Reaction Conditions:

with hydrazine hydrate;sodium hydroxide in water at 80; for 0.5 h;

Steps:

3.10.7. 2-(1. H-indazol-3-yl)acetic Acid (7)

The compound 6 (502 mg, 2.4 mmol) was dissolved in 2.8 mL of aqueous solution of 5% NaOHand then 98% hydrazine hydrate (160 L) was added. The reaction was heated to 80 °C, and Raney nickel (5 mg) reduction was carried out. After 30 min, the reaction mixture was cooled and adjustedto a pH of 2 with concentrated HCl. The precipitated solid was filtered o and dried over NaOH indesiccator to obtain the compound 8 (329.9 mg, 78%). TLC (CH2Cl2:MeOH, 3:1 v/v): Rf = 0.53; 1H NMR(CD3OD, 400 MHz): δ 7.76-7.71 (m, 1H), 7.47 (d, J = 8.5 Hz, 1H), 7.39-7.33 (m, 1H), 7.12 (t, J = 7.5 1H),3.98 (s, 2H); MS: for C9H9N2O2 (M + H+) m/z 176.1 found; 176.1 calculated.

References:

?kach, Kry?tof;Dostálková, Al?běta;Flegel, Martin;Hadravová, Romana;Hrabal, Richard;K?í?ová, Ivana;Kaufman, Filip;Ruml, Tomá?;Rumlová, Michaela [Molecules,2020,vol. 25,# 8]

141-82-2 Synthesis