Reference of 18087-73-5, The chemical industry reduces the impact on the environment during synthesis 18087-73-5, name is 3-Bromoimidazo[1,2-b]pyridazine, I believe this compound will play a more active role in future production and life.
A solution of bromo compound (100 mg, 0.510 mmol, 1 equiv), Pd(PPh3)2Cl2 (10 mol%), Cul (5 mol%) and Triphenylphosphine (13.1 mg, 0.05 mmol, 10 mol%) in triethylamine (1.5 mL, 10.78 mmol, 21.1 equiv) was deoxygenated using argon gas. A deoxygenated solution of alkyne (254.6 mg, 0.612 mmol, 1.2 equiv) in DMF (4 mL) was slowly added over 10 minutes. The reaction was then moved to 50 C and allowed to run for 15 hrs. The reaction was the cooled to room temperature, diluted with ethyl acetate (150 mL) and washed with water (5 x 50 mL) and brine (1 x 50 mL). Combined organic layers were dried over anhydrous sodium sulphate, concentrated in vacuo and purified via column chromatography. Yield: 104.5mg, 38.4 % [0197] 1H NMR (500 MHz, DMSO-76) d 10.69 (s, 1H), 8.99 (d, J = 2.2 Hz, 1H), 8.73 (dd, J = 4.3, 2.2 Hz, 1H), 8.49 (d, j = 2.3 Hz, 1H), 8.28 – 8.24 (m, 2H), 8.19 (d, j= 2.5 Hz, 1H), 8.04 (d, j= 8.4 Hz, 1H), 7.70 (d, j= 8.5 Hz, 1H), 7.40 (ddd, j= 9.1, 4.5, 1.9 Hz, 1H), 3.56 (s, 2H), 2.80 (s, 3H), 2.41 (s, 8H), 2.21 (s, 3H). 13C NMR (126 MHz, DMS0 ) d 163.8, 162.7, 148.4, 145.6, 140.3, 139.1, 138.4, 137.7, 132.8, (0234) 131.8, 128.0, 127.8, 126.7, 124.0, 119.8, 117.8, 111.8, 95.2, 83.7, 57.8, 55.0, 52.8, (0235) 45.8, 40.5, 40.3, 40.2, 40.0, 39.8, 39.7, 39.5, 24.0.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Bromoimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; PURDUE RESEARCH FOUNDATION; SINTIM, Herman O.; LAROCQUE, Elizabeth; NAGANNA, N; (98 pag.)WO2020/53812; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary