Synthetic Route of 588729-99-1 ,Some common heterocyclic compound, 588729-99-1, molecular formula is C5H4BrClN2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
Example 163; N-(6-(6-Chloro-5-(4-methoxyphenyIsulfonamido)pyridin-3-yl)benzo[d]thiazol-2-yl)acetamide; Step 1. N-(5-Bromo-2-chloropyridin-3-yl)-4-methoxybenzenesulfonamide; A solution of 4-methoxybenzenesulfonyl chloride (1 g, 5 mmol) and 3-amino-5-bromo-2-chloropyridine (0.45 g, 2 mmol) in 15 mL of pyridine was heated in a microwave vial at 100 C for 20 minutes. The mixture was then concentrated in vacuo and the residue was purified by a silica gel column chromatography to give first the di-sulfonamide compound (0.5 g, 42% yield): 1H NMR (300 MHz, chloroform -d) delta ppm 3.92 (s, 6 H) 6.94 – 7.09 (m, 4 H) 7.59 (d, J=2.34 Hz, 1 H) 7.81 – 7.98 (m, 4 H) 8.50 (d, J=2.34 Hz, 1 H); and then the mono-sulfonamide compound N-(5-bromo-2-chloropyridin-3-yl)-4- methoxybenzenesulfonamide (0.4 g, 49% yield): 1H NMR (300 MHz, chloroform -d) delta ppm 3.86 (s, 3 H) 6.84 – 7.06 (m, 3 H) 7.68 – 7.83 (m, 2 H) 8.08 – 8.21 (m, 2 H).
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. 588729-99-1, 3-Amino-5-bromo-2-chloropyridine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; AMGEN INC.; WO2009/17822; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem