The origin of a common compound about 183438-24-6

With the rapid development of chemical substances, we look forward to future research findings about 183438-24-6.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 183438-24-6, name is 5-Bromo-2-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 183438-24-6

First of all, 5-bromo-2-iodopyrimidine 1.97g and phenyl boronic acid 0.85g, 2M sodium carbonate aqueous solution 7.0mL, toluene 18mL, reflux condenser put in a 200mL three-necked flask equipped with a, in the flask was replaced with nitrogen. After degassing with stirring under reduced pressure, tetrakis (triphenylphosphine) palladium (0) (abbreviation: Pd (PPh 3 ) 4 ) 0.081 g and the mixture was refluxed for 8 hours. Here, Pd (PPh 3 ) 4 0.040 g was added, and the mixture was refluxed for 8 hours, more Pd (PPh 3 ) 4 0.040 g was added and reacted by refluxing for 8 hours. Water was added to the reaction solution, and the organic layer was extracted with dichloromethane. The resulting extract was washed with saturated brine, and dried over magnesium sulfate. After the drying, the solution was filtered. After evaporating the solvent of this solution, the resulting residue, hexane: ethyl acetate = 5: 1 was purified by flash column chromatography as a developing solvent, to give a pyrimidine derivative of interest (white powder, yield: 59percent).

With the rapid development of chemical substances, we look forward to future research findings about 183438-24-6.

Reference:
Patent; SEMICONDUCTOR ENERGY LABORATORY COMPANY LIMITED; INOUE, HIDEKO; HARA, TOMOKA; SEO, SATOSHI; SASAKI, TOSHIKI; SUZUKI, KUNIHIKO; (60 pag.)JP2016/6041; (2016); A;,
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Pyrimidine – Wikipedia

Application of 5-Bromo-2-iodopyrimidine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,183438-24-6, its application will become more common.

Related Products of 183438-24-6 ,Some common heterocyclic compound, 183438-24-6, molecular formula is C4H2BrIN2, 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.

Example 29A 3-[(5-bromopyrimidin-2-yl)oxy]quinuclidine 3-Hydroxy quinuclidine (Aldrich, 254 mg, 2 mmol) in tetrahydrofuran (10 ml) was treated with potassium tert-butoxide (Aldrich, 224 mg, 2 mmol) at ambient temperature for 1 hour. The mixture was treated with 2-iodo-5-bromo-pyrimidine (TCl, 568 mg, 2 mmol), stirred at room temperature for 1 hour, treated with water (5 mL), and extracted with chloroform:isopropyl alcohol (10:1) (3*20 mL). The extracts were combined and concentrated. The title compound was purified by chromatography (SiO2, CH2Cl2: MeOH: NH3H2O, 90:10:2, Rf. 0.20) as oil (210 mg, yield, 71%). 1H NMR (MeOH-d4, 300 MHz) delta 1.56-1.68 (m, 1H), 1.70-1.90 (m, 2H), 2.05-2.30 (m, 2H), 2.79-3.06 (m, 5H), 3.40-3.48 (m, 1H), 5.11 (m, 1H), 8.64 (s, 2H) ppm. MS (DCl/NH3) m/z 284 (M+H)+, 286 (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,183438-24-6, its application will become more common.

Reference:
Patent; Abbott Laboratories; US2005/137226; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 183438-24-6

According to the analysis of related databases, 183438-24-6, the application of this compound in the production field has become more and more popular.

Application of 183438-24-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 183438-24-6, name is 5-Bromo-2-iodopyrimidine, molecular formula is C4H2BrIN2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

5-bromo-2-iodopyrimidine (16.7 g, 58.8 mmol) was dissolved in DCM (200 mL) with stirring and cooled to -78 C under N2. 2.5 M n-BuLi in hexane in hexane (23.5 mL) was added dropwise and stirred for 20 minutes at – 78 C. Intermediate 74 (10 g, 58.8 mmol) in DCM (50 mL) was cooled in a dry ice bath and added in one portion. The reaction wasstirred at -78C for 10 minutes. The reaction was quenched by addition of saturated aqueous NH4C1 solution (20 mL) and allowed to warm to r.t, saturated aqueous NH4C1 solution (50 mL) was added and the mixture was extracted with DCM (2 x 100 mL). The combined organic extracts were dried over sodium sulfate and concentrated under vacuum. The crude product was purified by column chromatography using 0 – 30 %EtOAc in heptane to afford the title compound (7.6 g, 35 %) as a yellow solid.OH (500 MHz, CDC13) 8.78 (s, 2H), 5.22 – 5.14 (m, 1H), 3.03 -2.93 (m, 2H), 2.67 – 2.58 (m, 2H), 1.22 (s, 9H).

According to the analysis of related databases, 183438-24-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB BIOPHARMA SPRL; SANOFI; DE HARO GARCIA, Teresa; DELIGNY, Michael; HEER, Jag Paul; QUINCEY, Joanna Rachel; XUAN, Mengyang; ZHU, Zhaoning; BROOKINGS, Daniel Christopher; CALMIANO, Mark Daniel; EVRARD, Yves; HUTCHINGS, Martin Clive; JOHNSON, James Andrew; JADOT, Sophie; KEYAERTS, Jean; MAC COSS, Malcolm; SELBY, Matthew Duncan; SHAW, Michael Alan; SWINNEN, Dominique Louis Leon; SCHIO, Laurent; FORICHER, Yann; FILOCHE-ROMME, Bruno; (365 pag.)WO2016/50975; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 183438-24-6

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,183438-24-6, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 183438-24-6, 5-Bromo-2-iodopyrimidine, 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, 183438-24-6, blongs to pyrimidines compound. Recommanded Product: 183438-24-6

INTERMEDIATE 163 -(5 -Bromopyrimidin-2-yl)-3 -hydroxycyclobutyl 2,2-dimethylpropanoate5-Bromo-2-iodopyrimidine (16.7 g, 58.8 mmol) was dissolved in DCM (200 mL) with stirring and cooled to -78C under N2. n-Butyllithium in hexane (2.5M, 23.5 mL)was added dropwise and the mixture was stirred for 20 minutes at -78C. Intermediate 15 (10 g, 58.8 mmol) in DCM (50 mL) was cooled in a dry ice bath and added in one portion. The reaction mixture was stirred at -78C for 10 minutes, then quenched by the addition of saturated aqueous NH4C1 solution (20 mL) and allowed to warm to room temperature. Saturated aqueous NH4C1 solution (50 mL) was added and the mixture wasextracted with DCM (2 x 100 mL). The combined organic extracts were dried over sodium sulfate and concentrated in vacuo. The crude residue was purified by column chromatography (5i02, 0-30% EtOAc in heptane), yielding the title compound (7.6 g, 35%) as a yellow solid. H (500 MHz, CDC13) 8.78 (s, 2H), 5.22-5.14 (m, 1H), 3.03-2.93 (m, 2H), 2.67-2.58 (m, 2H), 1.22 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,183438-24-6, its application will become more common.

Reference:
Patent; UCB BIOPHARMA SPRL; DELIGNY, Michael Louis Robert; HEER, Jag Paul; JACKSON, Victoria Elizabeth; KROEPLIEN, Boris; LECOMTE, Fabien Claude; PORTER, John Robert; WO2015/86509; (2015); A1;,
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Pyrimidine – Wikipedia

Brief introduction of Product Details of 183438-24-6

With the rapid development of chemical substances, we look forward to future research findings about 183438-24-6.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 183438-24-6, name is 5-Bromo-2-iodopyrimidine, molecular formula is C4H2BrIN2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Product Details of 183438-24-6

Prepared using General Procedure 10: Into a degassed solution of tert- butyl (S)-2-(5-(tert-butyl)thiophene-2-carboxamido)-3- (4-(4,4,5,5-tetramethyl-l ,3,2- dioxaborolan-2-yl)phenyl)propanoate INT-16 (510 mg, 1.0 mmol) and 5-bromo-2- iodopyrimidine (570 mg, 2.0 mmol) in 2/2/1 ACN/THF/saturated aqueous NaHCO3 (10 mL) was added Pd(dppf)Cl2 (30 mg, 0.4 mmol). The reaction mixture was heated at 120 C for 1 h in a microwave reactor. The reaction mixture was diluted with water (100 mL) and EA (50 mL) and filtered over Celite. The aqueous layer was extracted with EA (3 x 30 mL) and the combined organic layer was dried over MgSO4, concentrated, and purified by chromatography (EA / hexanes) to provide 342 mg (63%) of tert-butyl (S)-3-(4-(5-bromopyrimidin-2-yl)phenyl)-2-(5-( tert-buty)lthiophene-2- carboxamido)propanoate INT-17. LCMS-ESI (m/z) calculated for C26H30BrN3O3S: 543.1 ; found: 488.0 [M-tBu+H]+, tR = 10.95 min (Method 2).

With the rapid development of chemical substances, we look forward to future research findings about 183438-24-6.

Reference:
Patent; RECEPTOS, INC.; BOEHM, Marcus, F.; MARTINBOROUGH, Esther; MOORJANI, Manisha; TAMIYA, Junko; HUANG, Liming; YEAGER, Adam R.; BRAHMACHARY, Enugurthi; FOWLER, Thomas; NOVAK, Andrew; MEGHANI, Premji; KNAGGS, Michael; (204 pag.)WO2016/15014; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia