Sources of common compounds: 89901-03-1

Adding a certain compound to certain chemical reactions, such as: 89901-03-1, name is Methyl 4′-bromo-[1,1′-biphenyl]-4-carboxylate, belongs to esters-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 89901-03-1, SDS of cas: 89901-03-1

Adding a certain compound to certain chemical reactions, such as: 89901-03-1, name is Methyl 4′-bromo-[1,1′-biphenyl]-4-carboxylate, belongs to esters-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 89901-03-1, SDS of cas: 89901-03-1

To a round bottom flask was added methyl 4′-bromobiphenyl-4- carboxylate (2.0 g, 6.87 mmol, 1 .0 equiv) followed by a solution of racemic 2-trans- ethynylcyclopropyl)methanol (0.991 g, 10.30 mmol, 1.5 equiv) dissolved in THF (20 ml_). To this was added palladium dichloride bis-triphenylphosphine (241 mg, 0.343 mmol, 0.05 equiv), copper(l) iodide (131 mg, 0.687 mmol, 0.1 equiv), then triethylamine (6.87 ml_, 49.3 mmol, 7.18 equiv). The reaction was stirred at 75C for ~2 h. The reaction was cooled to room temperature, the solids filtered off, rinsing with THF. The solution was placed in the freezer for 5 days. Concentrate down to dryness. Add DCM and a precipitate forms. Filter precipitate, rinse with minimal DCM. TLC shows ppt contains mostly product (~1.5g solid). Triturate with 10%EtOAc in hexanes (5 mL), pipet off solvent, TLC shows solid contains product and liquid removed starting material-bromide and some baseline impurities. Additional 10%EtOAc in hexanes (5 mL) was added and stirred for 30 minutes, filtered, rinsed with 10%EtOAc in hexanes (5mL), and dried solid. Yielded 900 mg crude methyl 4′-(((1 ,2-irans)-2- (hydroxymethyl)cyclopropyl)ethynyl)biphenyl-4-carboxylate. 1 H NMR (DMSO-d6): delta 0.82-0.85 (m, 2H), 1.35-1.43 (m, 2H), 3.23-3.29 (m, 1 H), 3.40-3.42 (m, 1 H), 3.84 (s, 3H), 4.65-4.67 (t, 1 H), 7.43-7.45 (d, 2H), 7.67-7.70 (d, 2H), 7.80-7.82 (d, 2H), 7.99- 8.01 (d, 2H)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 4′-bromo-[1,1′-biphenyl]-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACHAOGEN, INC.; KASAR, Ramesh; LINSELL, Martin Sheringham; AGGEN, James Bradley; LU, Qing (Jane); WANG, Dan; CHURCH, Tim; MOSER, Heinz E.; PATTEN, Phillip A.; WO2012/154204; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Brief introduction of Methyl 4′-bromo-[1,1′-biphenyl]-4-carboxylate

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 89901-03-1 as follows. Computed Properties of C14H11BrO2

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 89901-03-1 as follows. Computed Properties of C14H11BrO2

A solution of 4 -BROMO-BIPHENYL-4-CARBOXYLIC acid methyl ester, 7.8g (27.9 mmol) in 150ML of tetrahydrofuran was cooled to 0 C via ice-water bath. LITHIUMALUMINUM- hydride, L. lg (27.9 mmol) was added to the solution in one portion. The reaction mixture stirred at 0 C for LH. The mixture was slowly quenched with lOmL of isopropyl alcohol, then with lOmL of water. The aqueous mixture was extracted with 3X50ML portions of ethyl acetate. The organic layers were combined, washed with sat. aq. NaCl, and dried (MGSO4). The solution was concentrated to afford the desired product in 7. 01g (100%) as a white solid. The material was taken to the next step without further purification.

According to the analysis of related databases, 89901-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE INSTITUTE OF PHARMACEUTICAL DISCOVERY, LLC; WO2004/99170; (2004); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Analyzing the synthesis route of C14H11BrO2

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 89901-03-1 as follows. SDS of cas: 89901-03-1

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 89901-03-1 as follows. SDS of cas: 89901-03-1

Example 97; (4′ -Bromo-biphenyl-4-yl) -methanol; A solution of 4′ -Bromo-biphenyl-4-carboxylic acid methyl ester, 7.8g (27.9′ mmol) in 15OmL of tetrahydrofuran was cooled to 0 0C via ice-water bath. Lithium aluminum hydride, l.lg (27.9 mmol) was added to the solution in one portion. The reaction mixture stirred at 0 0C for Ih. The mixture was slowly quenched with 1OmL of isopropyl alcohol, then with 1OmL of water. The aqueous mixture was extracted with 3x50mL portions of ethyl acetate. The organic layers were combined, washed with sat. aq. NaCl, and dried (MgSO4) . The solution was concentrated to afford the desired product in 7.01g (100%) as a white solid. The material was taken to the next step without further purification.

According to the analysis of related databases, 89901-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE INSTITUTES FOR PHARMACEUTICAL DISCOVERY, LLC; WO2006/55725; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics