Extracurricular laboratory: Synthetic route of 937046-98-5

The synthetic route of 937046-98-5 has been constantly updated, and we look forward to future research findings.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 937046-98-5

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[l,2- |[l,2,4]triazin-4-amine (Compound 11, 100 g, 469 mmol) and fert-butyl 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-l(2H)-carboxylate (Compound 12, 174 g, 563 mmol) in 1,4-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 tert-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[l,2- | [l,2,4]triazin-7-yl)-5,6- dihydropyridine-l(2H)-carboxylate (Compound 13, 123.7 g, 84%) as a brown solid. NMR (500 MHz, OMSO-de) delta 7.89 (s, 1H), 7.69 (s, 2H), 7.00 (s, 1H), 6.91 (d, J = 4.6 Hz, 1 H), 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 (EI) mle 316.1 (M+ + H).

The synthetic route of 937046-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; JIA, Zhongjiang; WU, Yongzhong; PAN, Yongchun; ZHOU, Jiacheng; LI, Qun; (139 pag.)WO2019/67594; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary