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ChemicalBook CAS DataBase List 2,3-dimethyl-2H-indazol-6-amine hydrochloride
635702-60-2

2,3-dimethyl-2H-indazol-6-amine hydrochloride synthesis

4synthesis methods
444731-73-1 Synthesis
2,3-dimethyl-6-nitro-2H-indazole

444731-73-1
206 suppliers
$25.00/100mg

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Yield:635702-60-2 96%

Reaction Conditions:

with hydrogenchloride;tin(ll) chloride in diethylene glycol dimethyl ether;water at 0; for 0.583333 h;

Steps:

2.1 Intermediate Example 2; Preparation of 2,3-dimethyl-6-amino-2H-indazole; Procedure 1

To a stirred solution of 2, [3-DIMETHYL-6-NITRO-2H-INDAZOLE] (1.13 g) in 2- methoxyethyl ether (12 [ML),] at [0] [C,] was added a solution of 4.48 g of tin [(LL)] chloride in 8.9 ml of concentrated HCI dropwise over 5 min. After the addition was complete, the ice bath was removed and the solution was allowed to stir for an additional 30 min. Approximately 40 ml of diethyl ether was added to reaction, resulting in precipitate formation. The resulting precipitate was isolated by filtration and washed with diethyl ether, and afforded a yellow solid (1.1 g, 95 [%),] the HCI salt 2,3- [DIMETHYL-2H-INDAZOL-6-AMINE.'H] NMR (300 MHz, [DMSO-D6)] 8 7. [77] (d, [J =] 8.9 [HZ,] [1 H),] 7.18 (s, [1 H),] 7.88 (m, [1 H),] 4.04 (s, 3H), 2.61 (s, 3H). MS [(ES+,] m/z) 162 (M+H).

References:

WO2003/106416,2003,A2 Location in patent:Page 42-43

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