Research on new synthetic routes about 933190-51-3

The chemical industry reduces the impact on the environment during synthesis 8-Bromo-6-chloroimidazo[1,2-b]pyridazine. I believe this compound will play a more active role in future production and life.

933190-51-3, The chemical industry reduces the impact on the environment during synthesis 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, I believe this compound will play a more active role in future production and life.

A mixture of 8-bromo-6-chloroimidazo[l,2-b]pyridazine (2 g, 8.6 mmol) and 5,6- dimethoxypyridin-2-amine (1.39 g, 9.03 mmol) in DMF (72 ml) was cooled to 0 C. To the mixture was added sodium hydride (1.1 g, 27.5 mmol, 60% dispersion in mineral oil). The reaction was stirred for 10 min then warmed to room temperature. After 15 h the reaction was quenched with saturated sodium bicarbonate solution, and then diluted with water and EtOAc. An insoluble solid was filtered off. The filtrate was separated and the aqueous phase was washed with EtOAc. The combined organic extracts were concentrated in vacuo and the residue obtained was crystalized from methanol to give 6-chloro-N-(5,6-dimethoxypyridin -2- yl)imidazo[l,2-b]pyridazin-8-amine (2.4 g, 7.85 mmo 1, 91.2 %) as light brown needles. 1H NMR (300 MHz, CHLOROFORM- ) delta ppm 8.26 (br. s., 1 H) 7.95 (s, 1 H) 7.81 (s, 1 H) 7.55 (s, 1 H) 7.15 (d, J=7.93 Hz, 1 H) 6.58 (d, J=8.31 Hz, 1 H) 4.12 (s, 3 H) 3.89 (s, 3 H); LC/MS: 305.9 [MH]+.

The chemical industry reduces the impact on the environment during synthesis 8-Bromo-6-chloroimidazo[1,2-b]pyridazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HERMANN, Johannes Cornelius; KUGLSTATTER, Andreas; LUCAS, Matthew C.; PADILLA, Fernando; WANNER, Jutta; ZHANG, Xiaohu; WO2013/64445; (2013); A1;,
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