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

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 [percent), ] the HCI salt 2, 3- [DIMETHYL-2H-INDAZOL-6-AMINE.APOS;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).To a stirred solution of 2, 3-dimethyl-6-nitro-2H-indazole (1.13 g) in 2- methoxyethyl ether (12 ml), at 0 To a stirred solution of 2, 3-dimethyl-6-nitro-2H-indazole (1.13 g) in 2- methoxyethyl ether (12 ml), at 0 9C, 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 percent), the HCI salt 2, 3-dimethyl-2H-indazol- 6-amine. 1H NMR (300 MHz, DMSO-d6) δ 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).Intermediate Intermediate Intermediate 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(II) 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 percent), the HCI salt 2, 3-dimethyl-2H-indazol-6-amine.To a stirred solution of 2, 3-dimethyl-6-nitro-2/-/-indazole (1.13 g) in 2- methoxyethyl ether (12 ml), at 0 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 [percent), ] the HCI salt 2, 3- [DIMETHYL-2H-INDAZOL-6-AMINE.APOS;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).To a stirred solution of 2, 3-dimethyl-6-nitro-2H-indazole (1.13 g) in 2- methoxyethyl ether (12 ml), at 0 To a stirred solution of 2, 3-dimethyl-6-nitro-2H-indazole (1.13 g) in 2- methoxyethyl ether (12 ml), at 0 9C, 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 percent), the HCI salt 2, 3-dimethyl-2H-indazol- 6-amine. 1H NMR (300 MHz, DMSO-d6) δ 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).

Molecular Weight:197.66
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:197.0719751
Monoisotopic Mass:197.0719751
Topological Polar Surface Area:43.8
Heavy Atom Count:13
Complexity:171
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes