Tag: M.W=100-200

51437-00-4, Adding some certain compound to certain chemical reactions, such as: 51437-00-4, name is 4-Bromo-1-fluoro-2-methylbenzene, 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 51437-00-4.

Example 7 4-Fluoro-3-methyl-benzaldehyde 2.85 g of 5-bromo-2-fluorotoluene, 0.21 g of bis(triphenyl-phosphine)palladium dichloride and 1.53 g of sodium formate were placed in a flask fitted with a reflux condenser and a gas inlet tube, 15 ml of DMF were added and the mixture was stirred and heated at 110 C. while passing in CO. After conversion was complete (GC monitoring), the reaction mixture was allowed to cool to 21 C. and the catalyst was separated off by filtration through silica gel. This gave a crude product which contained >98% of 4-fluoro-3-methyl-benzaldehyde (percentage is based on the areas in the GC).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 51437-00-4.

Reference:
Patent; Bayer Aktiengesellschaft; US6462242; (2002); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 54879-20-8, name is 2-Bromo-3-methylaniline, molecular formula is C7H8BrN, 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. 54879-20-8

Add a solution of 4- (trifluoromethyl) benzoyl chloride (3.55 mL, 23 mmol) in methylene chloride (50 mL) dropwise over 5 min to a solution of 2-bromo-3-methylphenylamine (Step 1, 4.45 g, 23 mmol) in pyridine (60 mL) at 0LC under nitrogen, warm the mixture to room temperature and stir for 13 h. Dilute the mixture equally with 1 N HCl (500 mL) and extract with methylene chloride (3 x 250 mL). Dry the combined organic extracts over MGS04 and remove the solvents under reduced pressure to afford N- (2-BROMO-3-METHYLPHENYL)-4- trifluoromethylbenzamide (Step 2) as an off-white solid (8.3 g, 968) : 1H NMR (CDC13) 5 2.50 (s, 3H), 7.00 (d, 1H), 7.30 (t, 1H), 7.80 (d, 2H), 8.00 (d, 2H), 8.30 (d, 1H), 8.50 (br s, 1H) ; APCI MS M/Z 358 [C15HLLF3BRNO-H]-.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 54879-20-8, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/63155; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, molecular formula is C6H3BrF2, 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. 38573-88-5

EXAMPLE 200 Step-1: n-Butyl lithium (0.895 g, 0.0140 mol, 1.6 M in hexane) was added dropwise to a stirred solution of 2, 3-difluorobromobenzene (3.0 g, 0.0155 mol) in THF (40 ml) over a period of 20 min at -78 0C, and reaction was continued stirring for 2 h at the same temperature. Then, 4,6-dichloropyrimidine (2.316 g, 0.0155 mol) in THF (20 ml) was added drop wise to the generated 2,3-difluorophenyl lithium mixture over a period of 15 min at -78 ¡ãC, and reaction was continued stirring for 30 min. Then, the reaction mixture was slowly warmed to 0 ¡ãC and was quenched with water (30 ml), and then DDQ (3.53 g, 0.0155 mol) in THF (30 ml) was added portionwise with stirred for 10 min. The resultant reaction mixture was extracted with CH2Cl2 (3×50 ml), washed with brine (50 ml), dried (Na2SO4), and concentrated. The concentrated product was purified through silica column chromatography using pet. ether to afford step-1 product (1.1g, 27.1 percent) as an off white solid. Rf: 0.3 (100percent PE). 1H NMR (400 MHz, CD3OD): delta 8.82 (s, IH), 7.91-7.78 (m, IH), 7.48-7.45 (m, IH), 7.32-7.26 (m, IH). m/e (M+l): 260.8

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 38573-88-5, its application will become more common.

Reference:
Patent; MIIKANA THERAPEUTICS, INC.; WO2008/154026; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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. 348-57-2

A suspension of Mg turnings (3.47 g, 143 mmol) in THF (250 mL) was heatedto 35 ¡ãC under nitrogen. A portion of 1-bromo-2,4-difluorobenzene (1 mL, 8.85 mmol) wasadded to the reactor, and the resulting mixture was heated at 35 ¡ãC for 30 mm to initiate the reaction. The reaction mixture was cooled to 30 ¡ãC, and the remainder of 1-bromo-2,4- difluorobenzene (16.4 mL, 145.15 mmol) was added to the reactor at 28?32 ¡ãC over 30 mm. The reaction was stirred at 30 ¡ãC for 2 h, at which point complete consumption of Mg was observed. The reaction was cooled to less than 0 ¡ãC, and a solution of ethyl 2-(5-(4- cyanophenoxy)pyridin-2-yl)-2,2-difluoroacetate (IV) (35 g, 110 mmol) in THF (100 mL) was added at less than 5 ¡ãC over 30 mm. The reaction was stirred at 0 ¡ãC for 1 h and quenchedinto a 2 N HC1 solution (150 mL) at less than 10 ¡ãC (pH = 1?2). The reaction was stirred at20 ¡ãC for 18 h, at which point HPLC analysis indicated that there was still about 10percent of the hemiketal intermediate of Formula IVa remaining. It was further stirred at 30 ¡ãC for 5 h, at which point HPLC analysis indicated that the hemiketal intermediate was fully consumed. The layers were separated, and the aqueous layer was extracted with EtOAc (100 mL). Thecombined organic layers was washed with a sat. NaHCO3 solution (100 mL), dried over anhydrous Na2SO4, filtered, and concentrated to give a light tan solid (45.6 g). The solid was dissolved in EtOAc (60 mL) at 60 ¡ãC, and heptane (100 mL) was added. The mixture was seeded and stirred at 20 ¡ãC for 18 h to afford a suspension. The suspension was filtered and the solid was dried to afford the desired product as a white solid (25.5 g). The filtrate wasconcentrated and recrystallized from MTBE (50 mL) and heptane (100 mL) to give a light brown solid (14.1 g) after drying, affording a combined yield of 90percent. ?H NMR (400 MHz, CDC13) 8.37 (d, J = 2.7 Hz, 1H), 8.08 (td, J = 8.4, 6.4 Hz, 1H), 7.87 (d, J = 8.6 Hz, 1H), 7.75 ?7.66 (m, 2H), 7.54 (dd, J = 8.6, 2.8 Hz, 1H), 7.17 ? 7.08 (m, 2H), 7.01 (dddd, J = 8.6,7.6, 2.5, 0.9 Hz, 1H), 6.84 (ddd, J= 11.0, 8.6, 2.4 Hz, 1H); ESIMS m/z 387.0 ([M+Hj).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 348-57-2, its application will become more common.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; YANG, Qiang; KNUEPPEL, Daniel; SULLENBERGER, Michael, T.; HAO, Yan; RYAN, Sarah; PATZNER, Jerod; WHITEKER, Gregory; (21 pag.)WO2017/87619; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary