Category: 90902-83-3

Electric Literature of 90902-83-3, Adding some certain compound to certain chemical reactions, such as: 90902-83-3, name is 3-Amino-2-bromo-5-chloropyridine,molecular formula is C5H4BrClN2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 90902-83-3.

Example 45: N-(2-Bromo-5-chloro-pyridin-3-yl)-4-tenVbutyl-N-methoxymethyl- benzenesulfonamide; [00436] A 200 mL round-bottom flask was charged with 2-bromo-5-chloro- pyridin-3-ylamine (10.4 g, 50.0 mmol), 4-tert-butyl-benzenesulfonyl chloride (20.0 g, 85.0 mmol), and pyridine (38 mL). The resultant solution was heated to 70 C and stirred overnight. The following day, the pyridine was removed by removed in vacuo and THF (30 mL) and 4.0 N NaOH (100 mL) were added and the reaction was stirred at 60 C overnight. The organics were subsequently removed in vacuo and the residues were diluted with water (400 mL). The small quantity of insoluble solid was removed by filtration and the pH was adjusted to 6-7 with concentrated HCI. The resultant aqueous solution was extracted with EtOAc, washed with brine, dried over MgSO4, and concentrated under reduced pressure to afford the diarylsulfonamide (13.4 g) in 66 % yield. To a solution of the crude sulfonamide (12.0 g, 35.0 mmol) and K2CO3 (24.0 g, 170 mmol) in anhydrous THF (80 mL) was added chloromethyl methyl ether (4.0 mL, 52.7 mmol). The resultant heterogeneous solution was stirred for 60 min at ambient temperature and the solids were subsequently removed via filtration. The filtrate was then removed in vacuo and the residue was dissolved in EtOAc. The organics were washed with saturated Na2CO3, dried over MgSO4, and evaporated in vacuo to generate a brownish oil. The oil was triturated with hexanes and the resultant solid filtered to produce the desired product as a light yellowish solid (11.5 g, 86% yield).

According to the analysis of related databases, 90902-83-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2006/76644; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 90902-83-3, 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. 90902-83-3, name is 3-Amino-2-bromo-5-chloropyridine. A new synthetic method of this compound is introduced below.

tert-Butyl N- [(iS)- 1- [3 -(5,5 -dimethyl- 1,3 ,2-dioxaborinan-2-yl)phenyl]but-3 -en-iyl]carbamate (0.339 g, 0.944 mmol), 2-bromo-5-chloropyridin-3-amine (0.196 g, 0.944 mmol), and 2.0 M aq Na2CO3 (2.36 mL, 4.72 mmol) were added to dioxane (8 ml) and the resulting solution was purged with a stream of Ar for 10 mi Pd(PPh3)4 (0.055 g,0.047 mmol) was added and the mixture irradiated on microwave at 120 C for 30 mm. The reaction was quenched with water (20 ml) and extracted with EtOAc (3 x 30 ml). The combined organic layers were washed with brine (15 ml), dried (Na2SO4), filtered and concentrated. The residue was purified by normal phase chromatography using DCM and 0-10% MeOH as eluents to afford tert-butyl N-[(1S)-1-[3-(3-amino-5-chloropyridin-2-yl) phenyl]but-3-en-1-yl] carbamate (0.375g, 106%) as a tan foam. MS(ESI) m/z: 374.3(M+H). ?H NMR (500MHz, CDC13) oe 8.08 (d, J=2.2 Hz, 1H), 7.60 – 7.52 (m, 2H), 7.48 -7.43 (m, 1H), 7.34 (d, J7.7 Hz, 1H), 7.07 (d, J1.9 Hz, 1H), 5.72 (ddt, J=17.1, 10.1, 7.0Hz, 1H), 5.21 – 5.09 (m, 2H), 4.93 (br. s., 1H), 4.81 (br. s., 1H), 3.94 (br. s., 2H), 2.63 -2.51 (m, 2H), 1.43 (br. s., 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,90902-83-3, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CORTE, James R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; EWING, William R.; ZHU, Yeheng; WEXLER, Ruth R.; PINTO, Donald J. P.; ORWAT, Michael J.; SMITH, Leon M. II; WO2015/116886; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem