Category: 873980-68-8

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. 873980-68-8, name is 4-Bromo-2-methoxy-5-methylaniline, A new synthetic method of this compound is introduced below., Computed Properties of C8H10BrNO

Preparation 40: 2-methoxy-5-methyl-4-(1 -methyl-1 A7-pyrazol-4-yl)aniline To a solution of 4-bromo-2-methoxy-5-methylaniline (Preparation 39, 350 mg, 1 .620 mmol) in EtOH (2.5 mL), toluene (2.5 mL) and water (2.5 mL) was added 1 -methylpyrazole-4- boronic acid pinacol ester (404 mg, 1 .944 mmol), sodium carbonate (343 mg, 3.24 mmol) and Pd(PPh3)4 (225 mg, 0.194 mmol). The reaction mixture was heated to 80C for 2.5 hours, under nitrogen. The reaction mixture was cooled to room temperature and diluted with EtOAc (30 mL), washed with water (30 mL) and brine (30 mL), dried (MgS04) and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with 0-5% MeOH in DCM to give the title compound (140 mg, 36%). 1 H NMR (500 MHz, CDCI3): delta 7.56 (d, J = 0.5 Hz, 1 H), 7.39 (s, 1 H), 6.75 (s, 1 H), 6.63 (s, 1 H), 3.96 (s, 3H), 3.86 (s, 3H), 3.76 (br s, 2H), 2.27 (s, 3H). LCMS (ESI) Rt = 1 .13 minutes MS m/z 218.30 [M+H]+

The synthetic route of 873980-68-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; HOELDER, Swen; BLAGG, Julian; SOLANKI, Savade; WOODWARD, Hannah; NAUD, Sebastian; BAVETSIAS, Vassilios; SHELDRAKE, Peter; INNOCENTI, Paolo; CHEUNG, Jack; ATRASH, Butrus; WO2014/37750; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 873980-68-8, These common heterocyclic compound, 873980-68-8, name is 4-Bromo-2-methoxy-5-methylaniline, 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.

Step 2: BBr3 (1 M solution in CH2CI2, 138 mL, 138 mmol) was added to a solution of the intermediate of step 1(12.0 g, 55.6 mmol) in CH2CI2 at OC and the mixture was stirred rt for 10 h. Aq. NaHCO3 was added and the mixture was extracted with CH2CI2. The combined organic layers were washed with water, brine, were dried the volatiles were removed under reduced pressure. The residue was purified by chromatography (SiC2, Cy/EtOAc) to yield the desired compound (10 g, 89%).

The synthetic route of 873980-68-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; NORDHOFF, Sonja; VOSS, Felix; WACHTEN, Sebastian; KLESS, Achim; RITTER, Stefanie; WO2015/90580; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 873980-68-8,Some common heterocyclic compound, 873980-68-8, name is 4-Bromo-2-methoxy-5-methylaniline, molecular formula is C8H10BrNO, 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 4-bromo-2-methoxy-5-methylaniline (4.0 g, 18 mmol) in MeOH (200 mL) was added KSCN (3.6 g, 37 mmol) and CUSO4 (14.9 g, 93 mmol). The reaction mixture was stirred at 80C overnight. The reaction mixture was quenched with aq. NH3 (7M, 200 mL), extracted with EtOAc (3 chi 200 mL) and washed with brine (200 mL). It was dried over Na2S04, filtered and concentrated. The residue was purified by silica gel chromatography (0%) to 10%) MeOH in DCM) to give 6-bromo-4-methoxy-7-methylbenzo[d]thiazol-2-amine (2.0 g, 39.5%) as a yellow solid. MS (ES+) C9H9BrN20S, requires: 272, found: 274 [M+H]+.

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-methoxy-5-methylaniline, its application will become more common.

Reference:
Patent; TESARO, INC.; JONES, Philip; CZAKO, Barbara; BURKE, Jason P.; CROSS, Jason; LEONARD, Paul Graham; TREMBLAY, Martin; MANDAL, Pijus; (232 pag.)WO2018/119387; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 873980-68-8, 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 873980-68-8 as follows.

Preparation of 6-bromo-5-methybenzoxazole (43): To a suspension of 4-bromo-6-methoxy-3-methylaniline (41) (500 mg, 2.3 mmol) in 6 ml DCM was added 1 M BBr3 in DCM (4.6 ml, 4.6 mmol). The reaction mixture was stirred at r.t. for 2 h, which turned to a brown solution and back to a brown suspension. After quenched with aq. sodium bicarbonate solution, the mixture was extracted with EA. The org. phase was washed with brine, dried over sodium sulfate, concentrated to dryness to give 581 mg 2-amino-5-bromo-4-methylphenol as dark oil.A mixture of 2-amino-5-bromo-4-methylphenol (42) (290 mg), trifluoromethanesulfonic acidYtterbium (III) salt (20 mg) and trimethyl orthoformate (185 mul, 1.5 eq.) in 2 ml EtOH was heated at 90 C. for 2 h. After cooling down to r.t., the reaction mixture was taken up in EA, washed with aq. NaHCO3 and brine, dried over Na2SO4, concentrated to dryness. The resulting brown solid was dissolved in DCM and subjected to silica gel column purification using 0-60% B (A: hexane; B: 50% EA in hexane) to furnish 91.9 mg 6-bromo-5-methylbenzoxazole (43) as yellow solid (yield: 38%)

According to the analysis of related databases, 873980-68-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CalciMedica, Inc.; US2011/263612; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 873980-68-8, name is 4-Bromo-2-methoxy-5-methylaniline, A new synthetic method of this compound is introduced below., SDS of cas: 873980-68-8

Preparation 40: 2-methoxy-5-methyl-4-(1 -methyl-1 A7-pyrazol-4-yl)aniline To a solution of 4-bromo-2-methoxy-5-methylaniline (Preparation 39, 350 mg, 1 .620 mmol) in EtOH (2.5 mL), toluene (2.5 mL) and water (2.5 mL) was added 1 -methylpyrazole-4- boronic acid pinacol ester (404 mg, 1 .944 mmol), sodium carbonate (343 mg, 3.24 mmol) and Pd(PPh3)4 (225 mg, 0.194 mmol). The reaction mixture was heated to 80C for 2.5 hours, under nitrogen. The reaction mixture was cooled to room temperature and diluted with EtOAc (30 mL), washed with water (30 mL) and brine (30 mL), dried (MgS04) and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with 0-5% MeOH in DCM to give the title compound (140 mg, 36%). 1 H NMR (500 MHz, CDCI3): delta 7.56 (d, J = 0.5 Hz, 1 H), 7.39 (s, 1 H), 6.75 (s, 1 H), 6.63 (s, 1 H), 3.96 (s, 3H), 3.86 (s, 3H), 3.76 (br s, 2H), 2.27 (s, 3H). LCMS (ESI) Rt = 1 .13 minutes MS m/z 218.30 [M+H]+

The synthetic route of 873980-68-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; HOELDER, Swen; BLAGG, Julian; SOLANKI, Savade; WOODWARD, Hannah; NAUD, Sebastian; BAVETSIAS, Vassilios; SHELDRAKE, Peter; INNOCENTI, Paolo; CHEUNG, Jack; ATRASH, Butrus; WO2014/37750; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 873980-68-8, These common heterocyclic compound, 873980-68-8, name is 4-Bromo-2-methoxy-5-methylaniline, 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.

Step 2: BBr3 (1 M solution in CH2CI2, 138 mL, 138 mmol) was added to a solution of the intermediate of step 1(12.0 g, 55.6 mmol) in CH2CI2 at OC and the mixture was stirred rt for 10 h. Aq. NaHCO3 was added and the mixture was extracted with CH2CI2. The combined organic layers were washed with water, brine, were dried the volatiles were removed under reduced pressure. The residue was purified by chromatography (SiC2, Cy/EtOAc) to yield the desired compound (10 g, 89%).

The synthetic route of 873980-68-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; NORDHOFF, Sonja; VOSS, Felix; WACHTEN, Sebastian; KLESS, Achim; RITTER, Stefanie; WO2015/90580; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 873980-68-8, name is 4-Bromo-2-methoxy-5-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., category: ethers-buliding-blocks

EXAMPLE 72B N,N-dibenzyl-4-bromo-2-methoxy-5-methylbenzenamineA suspension of EXAMPLE 72A (3 g, 14 mmol), (bromo methyl)benzene (6 g, 35 mmol) and potassium carbonate (4.8 g, 35 mmol) in acetonitrile (150 mL) was heated at reflux for 20 hours. After concentration, the residue was diluted with ethyl acetate (100 mL) and washed with water (30 mL). The organic layer was dried over anhydrous sodium sulfate. filtered, concentrated and purified by flash chromatography on silica gel (200-300 mesh) eluting with 50/1 petroleum ether/ethyl acetate to give the title compound. MS: 396 (M+H+).

According to the analysis of related databases, 873980-68-8, the application of this compound in the production field has become more and more popular.