Electric Literature of 20511-12-0 ,Some common heterocyclic compound, 20511-12-0, molecular formula is C5H5IN2, 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.
Step 1 : 5-(Methylthio)-2-pyridinamine (199) To a stirred solution of 2-amino-5-iodopyridine (1 1.6 g, 52.6 mmol) in MeOH (250 ml.) was added sodium thiomethoxide (5.16 g, 73.6 mmol) and copper powder (1.07 g, 16.8 mmol) at RT. The reaction mixture was heated in a sealed tube at 120 0C for 68 h. The reaction mixture was then cooled to RT and filtered through a pad of Celite. The Celite was rinsed with MeOH and the combined organics were concentrated under reduced pressure and redissolved in EtOAc. The organic layer was washed with water (1 x 50 ml.) and the aqueous layer was extracted with EtOAc (2 x 100 ml_). The combined organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure to give 6.23 g (84%) of the title product 199 as an off-white solid. 1H NMR (400 MHz, CDCI3): delta 8.09 (s, 1 H), 7.51 – 7.48 (m, 1 H), 6.48 – 6.45 (m, 1 H), 4.35 (br s, 2 H), 2.38 (s, 3 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. 20511-12-0, 5-Iodopyridin-2-amine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/8895; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem