Name | 2,3-dimethylindazol-6-amine hydrochloride |
Synonyms | PAZ20 Pazopanib Impurity 21 2,3-dimethyl-2H-indazol-6-amine HCl 2,3-dimethylindazol-6-amine hydrochloride 6-amino-2,3-dimethylindazole hydrochloride 3-Methyl-6-nitro-1H-indazole hydrochloride 2,3-dimethyl-2H-indazol-6-amine hydrochloride 2,3-Dimethyl-6-amino-2H-indazole hydrochloride 2,3-Dimethyl-2H-indazol-6-amine monohydrochloride |
CAS | 635702-60-2 |
EINECS | 200-001-8 |
InChI | InChI=1/C9H11N3.ClH/c1-6-8-4-3-7(10)5-9(8)11-12(6)2;/h3-5H,10H2,1-2H3;1H |
Molecular Formula | C9H12ClN3 |
Molar Mass | 197.66468 |
Melting Point | >230°C (dec.) |
Solubility | DMSO (Slightly), Methanol (Slightly) |
Appearance | Solid |
Color | Pale Beige to Light Beige |
Storage Condition | Inert atmosphere,Room Temperature |
Stability | Hygroscopic |
Overview | 2, 3-dimethyl-2h-indazole-6-amine hydrochloride, it is a common precursor for the synthesis of pazopanib hydrochloride. |
preparation | conventional preparation of Intermediate 2, 3-dimethyl-6-nitro-2h-indazole using the iodomethane method, there are many 1-N methyl by-products, and the reaction process requires reflux and overnight, which takes a long time and is complicated to operate, and parallel by-products and continuous by-products are increased. A method for preparing 2, 3-dimethyl-2h-indazole-6-amine hydrochloride, comprising the following steps:(1) the glacial acetic acid solution of tert-butyl nitrite and the glacial acetic acid solution of 5-nitro-2-ethylaniline are simultaneously pumped into the first mixing valve from Pump A and pump B in the first stage of the microchannel reaction device, after thorough mixing, the reaction is pumped into the first microreactor in the first stage of the microchannel reaction device, and the reaction effluent is post-treated to obtain 3-methyl-6-nitro-1h-indazole solid;(2) the solid 3-methyl-6-nitro-1h-indazole obtained in step (1) is mixed with a dimethyl sulfoxide solution of methyl iodide to form a homogeneous solution; the homogeneous solution and the dimethyl sulfoxide solution of sodium ethoxide are simultaneously pumped into the second mixing valve from pump C and pump D in the second stage continuous microchannel reaction device, the second microreactor in the second-stage continuous microchannel reaction device is pumped for reaction; The reaction effluent is 2, 3-dimethyl-6-nitro-2h-indazole;(3) The concentrated hydrochloric acid solution of stannous chloride is stirred with ethanol to obtain a mixed solution; The mixed solution is pumped from pump E in the second stage continuous microchannel reaction device into the third mixing valve, and step (2) the resulting reaction effluent 2, 3-dimethyl-6-nitro-2h-indazole flows into the third mixing valve, the reaction is carried out in a third microreactor pumped into a second-stage continuous microchannel reaction apparatus, and the reaction effluent is post-treated to obtain 2, 3-dimethyl-2h-indazole-6-amine hydrochloride. |
Application | 2, 3-dimethyl-2h-indazole-6-amine hydrochloride, it is a common precursor for the synthesis of pazopanib hydrochloride, an intermediate in organic synthesis and a pharmaceutical intermediate, and can be used in laboratory research and development process and chemical production process. |