ChemicalBook CAS DataBase List 1-METHYL-1H-INDAZOL-6-YLAMINE

1-METHYL-1H-INDAZOL-6-YLAMINE synthesis

4synthesis methods

Product Name:1-METHYL-1H-INDAZOL-6-YLAMINE
CAS Number:74728-65-7
Molecular formula:C8H9N3
Molecular Weight:147.18

6850-23-3

74728-65-7

Step B: Synthesis of 1-methyl-1H-indazol-6-amine; A mixture of 1-methyl-6-nitro-1H-indazole (0.480 g, 2.71 mmol), platinum oxide (50 mg), ethanol (20 mL), and tetrahydrofuran (5 mL) was subjected to a hydrogenation reaction apparatus under atmospheric pressure. The reaction was stirred at room temperature for 1.5 hours under hydrogen pressure of 30 psi. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to give 1-methyl-1H-indazol-6-amine (0.395 g, 99% yield) as an off-white solid. The product was characterized by 1H NMR (500 MHz, CDCl3): δ 7.80 (s, 1H), 7.48 (d, J = 8.5 Hz, 1H), 6.57 (dd, J = 8.5, 1.8 Hz, 1H), 6.53 (s, 1H), 3.94 (s, 3H), 3.86 (br s, 2H); ESI MS m/z 148 [M + H ]+.

6850-23-3
75 suppliers
$52.00/1 g

74728-65-7
107 suppliers
$16.00/100mg

Yield: 99%

Reaction Conditions:

with hydrogen;platinum(IV) oxide in tetrahydrofuran;ethanol under 1551.49 Torr; for 1.5 h;

Steps:

40.B
Step B: Synthesis of 1 -methyl- lH-indazol-6-amine; [0213] A mixture of l-methyl-6-nitro-lH-indazole (0.480 g, 2.71 mmol), platinum oxide (50 mg), ethanol (20 mL), and tetrahydrofuran (5 mL) was shaken under an atmosphere of hydrogen at 30 psi for 1.5 h. The mixture was filtered and the filtrate evaporated to give 1- methyl-lH-indazol-6-amine (0.395 g, 99%) as an off-white solid: ¹H NMR (500 MHz, CDCl₃) δ 7.80 (s, IH), 7.48 (d, J= 8.5 Hz, IH), 6.57 (dd, J= 8.5, 1.8 Hz, IH), 6.53 (s, IH), 3.94 (s, 3H), 3.86 (br s, 2H); ESI MS m/z 148 [M + H]⁺.

References:

Location in patent:Page/Page column 84-85

7597-18-4 Synthesis