Category: 34950-82-8

Synthetic Route of 34950-82-8, 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. 34950-82-8, name is 7-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

10.2 N-(3,4-Dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)-5-fluoro-1-[(3-fluorophenyl)-methyl]-1H-indole-2-carboxamide (Compound 9) 0.4 g (1.4 mmol) of the amide prepared in the preceding step, 0.31 g (1.47 mmol) of 7-bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine, 0.08 g (0.42 mmol) of copper iodide, 0.39 g (2.79 mmol) of potassium carbonate and 10 mL of dry dioxane are introduced into a pressure tube equipped with a magnetic stirrer. The suspension is degassed, 53 mg (0.46 mmol) of trans-1,2-cyclohexanediamine are added, and the tube is heated at 120 C. with stirring for 16 hours. After this time, 50 mL of ethyl acetate and 50 mL of water are added to the medium. The aqueous phase is separated out and then extracted with 2*30 mL of ethyl acetate. The organic phases are combined, washed with 50 mL of water, dried over sodium sulfate and then concentrated under reduced pressure. The resulting product is purified by chromatography on a column of silica, eluding with a mixture of heptane and ethyl acetate, followed by crystallization from a mixture of heptane and dichloromethane. 0.4 g of the expected product is thus isolated. m.p.: 265-266 C. 1H NMR (DMSO D6), delta (ppm): 10.22 (s, 1H); 7.98 (s, 1H); 7.58 (m, 2H); 7.34 (m, 3H); 7.18 (m, 1H); 7.06 (m, 1H); 6.91 (m, 2H); 6.58 (s, 1H); 5.9 (s, 2H); 4.14 (m, 2H); 3.4 (m, 2H).

The synthetic route of 7-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; US2011/9400; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 34950-82-8, name is 7-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine, A new synthetic method of this compound is introduced below., Computed Properties of C7H7BrN2O

To a solution of 7-bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine (1.50 g, 6.98 mmol) in THF (10.0 mL) was added dropwise NaH (307 mg, 7.67 mmol, 60% purity) at 0C. After addition, the mixture was stirred at 0C for 30 mins, and then CH3I (1.09 g, 7.67 mmol, 478 uL) was added dropwise at 0C. The resulting mixture was stirred at 0C for 30 mins. The reaction mixture was extracted with EtOAc (10.0 mL x 3) and H2O (10.0 mL). The combined organic layers were dried over Na2SO4, filtered and concentrated under reduced pressure to give intermediate (G2.D) (1.78 g, crude) as a yellow solid which was without purfication

The synthetic route of 34950-82-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GenKyoTex Suisse SA; MACHIN, Peter; CHAMBERS, Mark; HODGES, Alastair; SHARPE, Andrew; WISHART, Grant; PERRY, Benjamin; CELANIRE, Sylvain; HEITZ, Freddy; (94 pag.)EP3628669; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 34950-82-8, A common heterocyclic compound, 34950-82-8, name is 7-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine, molecular formula is C7H7BrN2O, 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.

To a microwave vial is added R-8 (100 mg, 0.47 mmol), R-9 (44 mg, 0.047 mmol), HP(t-13u)3—-13F4 (27 mg, 0.093 mmol), Mo(CO)5 (123 mg, 0.47 mmol) and piperidine (0.14 mE, 1.4 mmol). Contents are dissolved in dioxane (3 mE) then treated with DI3U (0.14 mE, 0.93 mmol) and DIEA (0.33 mE, 1.86 mmol) and heated at 150 C. in the microwave for 30 mm. The mixture is cooled to ambient temperature then filtered through a pad of Celite, concentrated and purified by RHPEC to give Ex 3 (35 mg, 30%).

The synthetic route of 34950-82-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; BOSANAC, Todd; BURKE, Michael J.; COOK, Brian Nicholas; DISALVO, Darren Todd; KIRRANE, JR., Thomas Martin; SHEN, Yue; US2018/354968; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 34950-82-8, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 34950-82-8 as follows.

To a solution of I-69 (300 mg, 0.6 mmol) in DMF (10 mL) are added I-87 (140 mg, 0.7 mmol), tetrakis(triphenylphosphine)palladium (0) (70 mg, 0.06 mmol) and 2M Na2CO3 (1.5 mL, 3.0 mmol). The mixture is heated to 100 C. for 1 hour in a microwave reactor. The mixture is cooled down and is extracted with H2O (20 mL) and EtOAc (30 mL). The combined organic layer is dried with MgSO4 and is filtered. The filtrate is concentrated and the residue is purified by silica gel flash column chromatography with 10% MeOH in CH2Cl2 as the eluent to afford the title compound (200 mg). Example 176-180, Table 1-the reaction is run at 120 C.Example 176-180, Table 1-the reaction is run at 120 C. [0509] Example 184-185, Table 1-the reaction is run at 120 C Example 191, Table 1-the reaction is run at 120 C. Example 239-243, Table 1-the reaction is run for 6 hours at 100 C. in an oil bath

According to the analysis of related databases, 34950-82-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim International GmbH; BYLOCK, Lars Anders; US2013/195879; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 34950-82-8, These common heterocyclic compound, 34950-82-8, name is 7-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine, 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.

To a solution of 7-bromo-3, 4-dihydro-2H-pyrido [3, 2- b] [l,4]oxazine (549 mg, 2.55 mmol) in DMF(dry) (10 rtiL) was added 60% NaH in oil (123 mg, 3.06 mmol) at 0C. The mixture was stirred at 0C under N2 for 10 min. 1- ( chloromethyl ) -2- . . (methoxymethyl ) benzene (523 mg, 3.06 mmol) was added to the mixture at 0C. The mixture was stirred at room temperature under N2 overnight. The mixture was quenched with water at 0C and extracted with EtOAc. The organic layer was separated, washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with 5% – 50% EtOAc in hexane) to give the title (3288) compound (660 mg, 1.890 mmol, 74.0%) as white solids. (3289) MS (ESI+), found 349.1 (M+H) (3290) 1H NMR (300 MHz, CDC13) 5:3.28-3.33 (2H, m), 3.35 (3H, s) , (3291) 4.11-4.20 (2H, m) , 4.48 (2H, s) , 4.89 (2H,- s), 7.08 (1H, d, J = 2.3 Hz), 7.18-7.31 (3H, m) , 7.33-7.41 (1H, m) , 7.79 (1H, d, J = 1.9 Hz)

The synthetic route of 34950-82-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; SHIOKAWA, Zenyu; YUKAWA, Tomoya; IMADA, Takashi; NEGORO, Nobuyuki; ODA, Tsuneo; SASAKI, Satoshi; NARA, Yoshi; SUZUKI, Shinkichi; SATO, Ayumu; ISHII, Naoki; SHIBUYA, Akito; NAKAGAWA, Yasuo; COLE, Derek; GIBSON, Tony; IVETAC, Anthony; SWANN, Steve; TYHONAS, John; (472 pag.)WO2018/30550; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary