5-Amino-1-(3-fluorobenzyl)indazole synthesis

6synthesis methods

Product Name:5-Amino-1-(3-fluorobenzyl)indazole
CAS Number:202197-31-7
Molecular formula:C14H12FN3
Molecular Weight:241.26

529508-58-5 Synthesis

1-[(3-Fluorophenyl)methyl]-5-nitro-1H-indazole

529508-58-5
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202197-31-7
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$463.00/1g

Yield:202197-31-7 97%

Reaction Conditions:

with hydrogen;5%-palladium/activated carbon in methanol; for 2 h;

Steps:

4

A solution of Compound 4c (2.0 g, 7.37 mmol) in MeOH (60 mL) was added to 5% Pd/C (0.2 g) under nitrogen. The reaction mixture was stirred for 2 hours under hydrogen atmosphere and then filtered through celite. The filtrate was evaporated in vacuo to yield l-(3- fluoro-benzyl)-lH-indazol-5-ylamine Compound 4d (1.72 g, 97%) as a solid. ¹H NMR (400 MHz, CDCl₃) δ 7.84 (IH, d), 7.28-7.21 (IH, m), 7.13 (IH, d, J= 8.8 Hz), 9.96-6.90 (3H, m), 6.84-6.81 (2H, m), 5.52 (2H, s), 3.60 (2H, br s); MS (ES⁺) m/z 242.1 (MH⁺).

References:

WO2006/118749,2006,A1 Location in patent:Page/Page column 96