Related Products of 937046-98-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
A 3-L round bottom flask equipped with a mechanical stirrer, a heating mantle, a thermal couple, a reflux condenser, a nitrogen inlet and a nitrogen outlet was charged with 7- bromopyrrolo[2,1-f][1,2,4]triazin-4-amine (Compound 11, 100 g, 469 mmol) and tert- butyl 4-(4,4,5,5-tetramethyl- 1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine- 1 (2T/)-carboxylate (Compound 12, 174 g, 563 mmol) in l,4-dioxane (876 mL) at room temperature. To the reaction flask was added potassium carbonate (130 g, 939 mmol) and water (218 g) in sequence. The mixture was degassed by exposure to vacuum and refilled with nitrogen atmosphere for three times. After the addition of tetrakis(triphenylphosphine)palladium (0) (Pd(PPh3)4, 13.56 g, 11.7 mmol), the reaction mixture was degassed and refilled with nitrogen for three times at room temperature. Then the reaction mixture was heated to 85 – 90 C, and agitated at that temperature for 16 hours. Upon the completion of the reaction, water (900 mL) was added in 30 minutes while the internal temperature was above 50 C. The mixture was cooled to room temperature. Solids gradually precipitated out. The solids were collected by filtration at 18 C, and washed with water (2 x 250 mL) and methyl /eN-butyl ether (MTBE, 3 x 200 mL). The wet cake was put back into the reaction flask, and agitated in MTBE (750 mL) at 50 C for 1 hour. The solids were collected at room temperature by filtration. The cake was dried in a vacuum oven at 50 C under vacuum with nitrogen sweeping for 72 hours to provide tert-butyl 4-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5,6- dihydropyridine- 1 (2H)-carboxylate (Compound 13, 123.7 g, 84%) as a brown solid. ‘H NMR (500 MHz, DMSO-i) d 7.89 (s, 1H), 7.69 (s, 2H), 7.00 (s, 1H), 6.91 (d, J= 4.6 Hz, 1H), 6.69 (d, J= 4.5 Hz, 1H), 4.06 (s, 2H), 3.55 (t, J= 5.5 Hz, 2H), 2.59 – 2.52 (m, 2H), 1.43 (s, 9H) ppm; C16H21N5O2 (MW 315.37), LCMS (El) m/e 316.1 (M+ + 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, 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; INCYTE CORPORATION; ROCCO, William L.; MULLER, Francis X.; (0 pag.)WO2020/6408; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary