Category: 30273-40-6

Synthetic Route of 30273-40-6,Some common heterocyclic compound, 30273-40-6, name is 4-Bromo-2,5-dimethylaniline, molecular formula is C8H10BrN, 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.

The reaction mixture of 4-bromo-2,5-dimethylaniline (5g, 25mmol) and (Boc)2O (5.4g, 25mmol) in toluene (60ml) was stirred at 100C for 40hrs under nitrogen. After concentration of the reaction mixture under reduced pressure, 5.82 g (78% yield) of boc-NH-4-bromo-2,5- dimethylaniline,2, was obtained as a white solid by columnchromatography (5 -10% ethyl acetate in hexane).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2,5-dimethylaniline, its application will become more common.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; PARK, Kyung-Ho; RADU, Nora, Sabina; JOHANSSON, Gary, A.; FENNIMORE, Adam; DELANEY, William, J.; LECLOUX, Daniel, David; WO2011/159872; (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. 30273-40-6, name is 4-Bromo-2,5-dimethylaniline, A new synthetic method of this compound is introduced below., Product Details of 30273-40-6

Example 65-Chloro-N2-(2,5-dimethyl-4-(morpholinomethyl)phenyl)-A/4-(5-methyl-lH- pyrazol-3-yl)pyrimidine-2,4-diamine (39) [0113] Step 1: A mixture of 2,5-dichloro-N-(5-methyl-lH-pyrazol-3-yl)pyrimidin- 4-amine (732 mg, 3 mmol), 4-bromo-2,5-dimethylaniline (554 mg, 2 mmol) and cone, aqueous HCl (1.5 mL) in isopropanol (15 mL) was heated in a microwave for 40 min at 130 C. LCMS showed that the reaction was not complete, and additional 2,5- dichloro-N-(5-methyl-lH-pyrazol-3-yl)pyrimidin-4-amine (732 mg, 3 mmol) was added to the reaction. The reaction was again heated in a microwave for an additional 60 min at 130 C. The crude reaction mixture was then diluted with EtOAc (100 mL), sequentially washed with saturated aqueous NaHCO3 (2×20 mL) and brine (10 mL), dried over Na2CO3 and concentrated in vacuo. The crude product was purified by silica chromatography (0-10% MeOH in EtOAc gradient with 1% NH3 additive) to give Lambdaf2-(4-bromo-2,5-dimethylphenyl)-5-chloro-Lambda^-(5-methyl-lH-pyrazol-3- yl)pyrimidine-2,4-diamine as an off-white solid; ESMS m/z 407.2 (M+H+).

The synthetic route of 30273-40-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2009/158431; (2009); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 30273-40-6, name is 4-Bromo-2,5-dimethylaniline, belongs to bromides-buliding-blocks compound, 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 30273-40-6, COA of Formula: C8H10BrN

Into a 100 mL 3-necked round-bottom flask was added 4-bromo-2,5-dimethylaniline (3.3 g, 16.50 mmol, 1 equiv), DCM (50 mL), and Et3N (3.3 g, 32.61 mmol, 1.98 equiv). To the above mixture l-(2-(benzyloxy)ethyl)-4-methyl-lH-pyrazole-5-carbonyl chloride (4.6 g, 16.50 mmol, 1 equiv) in 20 mL of DCM was added dropwise at 0 C. The resulting mixture was stirred for additional 1 h at room temperature. The reaction mixture was quenched with water and the aqueous layer was extracted with CH2CI2. The combined organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product was re-crystallized from MeOH (50 mL) to afford (5.4 g, 73.97%) of the title compound as a white solid. LC-MS: (ES, m/z): [M+H]+ 442.

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Reference:
Patent; IDEAYA BIOSCIENCES, INC.; ALAM, Muzaffar; ASWAD, Fred; BECK, Hilary Plake; DILLON, Michael Patrick; GONZALEZ-LOPEZ, Marcos; HATA, Yujiro; SUTTON, JR., James Clifford; (0 pag.)WO2019/236766; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 30273-40-6, 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. 30273-40-6, name is 4-Bromo-2,5-dimethylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a 25-mL 3-necked round-bottom flask under N2 atmosphere, was placed 4-allyl- 1 – methyl- 1 H-pyrazole-5 -carboxylic acid (0.843 g, 5.07 mmol, 1 equiv), 4-bromo-2,5- dimethylaniline (1.0 g, 5.00 mmol, 0.99 equiv), HATU (2.9 g, 7.63 mmol, 1.50 equiv), DIEA (1.3 g, 10.15 mmol, 2 equiv) and DMF (10 mL). The resulting solution was stirred overnight at room temperature. The reaction was then quenched with water and the resulting solution was extracted with ethyl acetate. The combined organic layer was concentrated under reduced pressure. The residue was applied onto a silica gel column and eluted with ethyl acetate/petroleum ether (1 : 10) to give 1.2 g (67.93%) oftitle compound as a white solid. LC-MS: (ES, m/z): [M+H]+ 348.

The synthetic route of 4-Bromo-2,5-dimethylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEAYA BIOSCIENCES, INC.; ALAM, Muzaffar; ASWAD, Fred; BECK, Hilary Plake; DILLON, Michael Patrick; GONZALEZ-LOPEZ, Marcos; HATA, Yujiro; SUTTON, JR., James Clifford; (0 pag.)WO2019/236766; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 30273-40-6,Some common heterocyclic compound, 30273-40-6, name is 4-Bromo-2,5-dimethylaniline, molecular formula is C8H10BrN, 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.

Preparation example 1 – Process (a) – compound (Na) to compound (VII) : 4′-tert-butyl-2,5- diotamethylbiotaphenyl-4-amiotane – intermediate (VII-P; The reaction is carried out using inert conditions (argon or nitrogen atmosphere, dry solvents). A suspension of 6.4 g (36.0 mmol) of (4-tert-butylphenyl)boroniotac acid, 6.0 g (30.0 mmol) of 4- bromo-2,5-diotamethylaniotaliotane, 29.3 g (90 mmol) caesium carbonate and 0.7 g (0.6 mmol) tetrakiotas(triotaphenylphosphiotan)palladiotaum in 75 ml of 1 ,2-diotamethoxyethan was stirred for 16 hrs at8O0C. At room temperature 25 ml of water and 75 ml of toluene were added. The organic layer was separated, the watery layer was again extracted using 75 ml of toluene. The combined organic layers were dried over magnesium sulfate and concentrated in vacuo. Column chromatographie (cyclohexane / ethylacetate : 2/1 ) yielded 5.5g (21 ,7 mmol) 72 % of 4′-tert- butyl-2,5-diotamethylbiotaphenyl-4-amiotane (log P (pH 2.3) = 3.65.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2,5-dimethylaniline, its application will become more common.

Reference:
Patent; BAYER CROPSCIENCE AG; WO2007/31512; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary