Tag: M.W=100-200

Synthetic Route of 1647-26-3, A common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, molecular formula is C8H15Br, 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 2; Synthesis of 3-(2-aminoquinazolin-6-yl)-1-(2-cyclohexylethyl)-4- methylpyridin-2(1 K)-one; To a solution of 3-(2-aminoquinazolin-6-yl)-4-methylpyridin-2(1 H)-one (103mg, 408 mumol, Example 1 , step 3) in DMF in a sealed tube was added sodium tert- butoxide (58.9 mg, 612 mumol). The mixture was stirred at RT for 5min and turned from clear yellow to a suspension of yellow solids. 1-bromo-2-cyclohexylethane (76.7 mul, 490 mumol) was then added and the resulting mixture was heated to 700C over the weekend. Reaction was cooled to RT and was quenched with Sat’d NH4CI and extracted with DCM. Purification by prep plate TLC (10% MeOH/DCM) produced the title compound as an off white solid. M+H= 363.2.

The synthetic route of 1647-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2008/11109; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 58534-95-5, name is 3-Bromo-2-fluoroaniline, 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 58534-95-5, category: bromides-buliding-blocks

To a solution of 3-bromo-2-fluoro-phenylamine (1.10 g, 5.67 mmol) in DCM (50 mL) was added pyridine (0.68 mL, 8.51 mmol), 3-chloro-4-methoxy-benzenesulfonyl chloride (1.37 g, 5.70 mmol) and stirred at room temperature overnight. The reaction mixture was diluted with DCM, washed with saturated aqueous NaHC03, saturated aqueous NH4CI, brine and dried over Na2S04. The organic solvent was removed under reduce pressure and the crude triturated with Et2O to give the title compound (1.63 g) as a white solid. HPLC (254 nm): Rt: 5.74 min. HRMS (ESI) calcd for C13H10BrCIFNO3S [M+Na]+ 415.9129, found 415.9135. 1H NMR (600 MHz, DMSO-d6) delta ppm: 3.93 (s, 3 H) 7.10 (td, J=8.10, 1.19 Hz, 1 H) 7.22 – 7.25 (m, 1 H) 7.31 (d, J=8.79 Hz, 1 H) 7.47 – 7.52 (m, 1 H) 7.66 (dd, J=8.70, 2.29 Hz, 1 H) 7.74 (d, J=2.38 Hz, 1 H) 10.37 (s, 1 H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BINDI, Simona; CARENZI, Davide; MOTTO, Ilaria; PULICI, Maurizio; (83 pag.)WO2017/220477; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 1647-23-0 as follows. Computed Properties of C6H13Br

To a mixture of 2-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4,6-bis(trifluoromethyl)- 2H-pyrazolo[3,4-d]pyrimidin-3-amine (100 mg, 0.21 mmol, 1 equiv), l-bromo-3,3- dimethylbutane (69.3 mg, 0.42 mmol, 2 equiv) in CH3CN (3.0 mL) was added potassium iodide (KI; 34.9 mg, 0.21 mmol, 1 equiv) and K3P04 (89.2 mg, 0.42 mmol, 2 equiv). The dark mixture was heated at 60 C for 5 h. The cooled mixture was diluted with EtOAc and washed with 0 (10 mL). The organic phase was concentrated in vacuo to give a residue, which was purified by preparative TLC to give the title compound (23 mg, 19.6%) as a yellow solid: ]H NMR (300 MHz, CDC13) delta 7.84 (s, 2H), 5.20 (br s, 1H), 2.91 – 2.84 (m, 2H), 1.46 – 1.41 (m, 2H), 0.77 (s, 9H); ESIMS m/z 568 [(M+H)]+.

According to the analysis of related databases, 1647-23-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW AGROSCIENCES LLC; POBANZ, Mark A.; DENT, William Hunter; BENKO, Zoltan L.; ERICKSON, W. Randal; GENG, Chaoxian; WATSON, Gerald B.; SPARKS, Thomas C.; PATNY, Akshay; WO2014/126580; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 5469-19-2, name is 1-Bromo-2,4,5-trimethylbenzene, 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 5469-19-2, COA of Formula: C9H11Br

Bromo-2,4,5-trimethyl-benzene (1) (2.64 g, 13.26 mmol), benezene- 1 ,4-diboronic acid (3) (1.00 g, 6.03 mmol) and a catalytic amount of tetrakis(triphenylphosphine)palladium(0) (0.10 g, 0.08 mmol) were added into a two-necked flask fitted with an Allihn condenser. The system was degassed and refilled with nitrogen three times. Then, 60 mL of distilled THF was injected, followed with an aqueous solution of potassium carbonate (0.15 g, 20 mL). After stifling at 85 C for 24 h, the mixture was extracted with DCM. The organic layer was collected and washed with deionized water and brine, and dried over anhydrous sodium sulfate. After filtration, the filtrate was evaporated under reduced pressure, and the crude product was purified by silica gel column chromatography using hexanelDCM (5/1, v/v) as eluent. A white powder of TPh-TM was obtained in 75.3% yield (1.42 g, 4.52 mmol).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; THE HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY; TANG, Benzhong; ZHANG, Haoke; (64 pag.)WO2018/137558; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 74586-53-1, 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. 74586-53-1 name is 3-Bromo-5-methylaniline, This 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.

Step 1 : A solution of 3-bromo-5-methylaniline (162.5 g, 873.66 mmol) in 1,4- dioxane (2 L) was prepared, and 2-chloro-4-(trifluoromethyl)pyrimidine (182 g, 994.54 mmol) and methanesulfonic acid (97.5 g, 1.02 mol) were added sequentially. The resulting solution was heated to reflux overnight. The resulting mixture was cooled and concentrated in vacuo. The residue was diluted with 2 L of water, then adjusted to pH 7-8 with aqueous saturated sodium bicarbonate solution, followed by extraction with EtOAc (2×2 L). The organic layers were combined, washed with water (2x 2 L), dried over anhydrous sodium sulfate and concentrated in vacuo to afford N-(3-bromo-5-methylphenyl)-4-(trifluoromethyl)pyrimidin-2-amine as a light yellow solid. MS ESI calc’d for Ci2H10BrF3 3 [M + H]+ 332, 334, found 332, 334. NMR (400 MHz, CDCI3): delta 8.68 (d, J= 4.9 Hz, 1 H), 7.79 (s, 1 H), 7.33-7.23 (m, 2 H), 7.10-7.06 (m, 2 H), 2.36 (s, 3 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-5-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; HAIDLE, Andrew, M.; KNOWLES, Sandra Lee; KATTAR, Solomon, D.; DESCHENES, Denis; BURCH, Jason; ROBICHAUD, Joel; CHRISTOPHER, Matthew; ALTMAN, Michael, D.; JEWELL, James, P.; NORTHRUP, Alan, B.; BLOUIN, Marc; ELLIS, John, Michael; ZHOU, Hua; FISCHER, Christian; SCHELL, Adam, J.; REUTERSHAN, Michael, H.; TAOKA, Brandon, M.; DONOFRIO, Anthony; WO2013/192098; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 65896-11-9, name is 2-Bromo-6-fluoroaniline, 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 65896-11-9, SDS of cas: 65896-11-9

General procedure: D.7. Synthesis of com ounds 126 to 131. 126 to 131 To a solution of anilines (0.12 mmol) in THF (800 mu) at 0 C, was added triphosgene (21 mg, 0.07 mmol). The mixture is stirred at rt for 1 h30, then TEA (70 mu, 0.50 mmol), (1 S)-1-methyl-1 ,2,3,4-tetrahydroisoquinoline hydrobromide (commercial, 27 mg, 0.12 mmol). The mixture was stirred at rt for 1 h, then overnight at 60 C. The reaction mixture is diluted with EtOAc (2 mL), then washed with an aqueous saturated solution of NaHC03. The organic layer was dried over MgS04, filtered and concentrated under vacuum. The residue was purified by reverse phase chromatography (basic mode, LCMS prep). compounds 126, 127, 128, 129, 130 and 131 were synthesized following this method. (1 S)-N-(2-bromo-6-fluorophenyl)-1-methyl-3,4-dihvdroisoguinoline-2(1 H)-carboxamide 126. Compound 126 was prepared using 2-bromo-6-fluoroaniline as starting material Yield: 52%. LCMS (ES+): 363 (M+H)+, 96.9% purity.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; UCB BIOPHARMA SPRL; VALADE, Anne; JNOFF, Eric; ATES, Ali; BURSSENS, Pierre; SKOLC, David; (211 pag.)WO2016/55479; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 75476-78-7 as follows. SDS of cas: 75476-78-7

Next, 30% H2O21.5L and 300 ml of formic acid is added during the reaction of the bottle, which is controlled from a temperature of 35 C prepd. 40 C in b Furthermore, with the added 148g of compound 8. The reaction mixture is stirred at room temperature for 12 hours. After that, a large amount of water is poured on the reaction, the precipitated solid white, which is filtered. Furthermore, the third port 3L 5L of 7% aqueous sulfuric acid is added to the flask, then heated up to boiling. The white solid reaction is added to the bottle, attached to the distillation, 64g compd. 9 (white solid state) is obtained. The reaction of the pathway of the following relationships

According to the analysis of related databases, 75476-78-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DAXIN MATERIALS CORPORATION; LEE, CHING-TIEN; LIU, HSIN-CHENG; WANG, CHUN-CHIH; JIANG, TIAN-MENG; TIAN, HUI-QUIANG; GAO, LI-LONG; HUANG, WAN-YU; (47 pag.)JP2016/29040; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 4333-56-6, These common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, 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.

Cyclopropyl bromide (4.64 g, 38.4 mmol, 1.2eq) was dissolved in dry diethylether (50 mL) under argon, cooled to-78 C and treated with tert-BuLi (45 mL of a 1.7M solution in pentane, 76.5 mmol, 2.4eq). After 10 minutes, cooling was removed and the mixture stirred at room temperature for 1 hr. After recooling TO-40 OC, a solution of intermediate 4 (8.43 g, 32 mmol, 1EQ) in dry diethylether (40 mL) was added and stirring continued at- 40 C for 1.5 hrs. 5M HCI was added (50 mL) and the phases separated. The aqueous phase was washed with diethylether (discarded) and then basified with KOH pellets to pH > 10 in the presence of diethylether. The organic phase was washed with water and brine and then evaporated to DRYNESS IN VACUO to afford the title compound as a colourless oil (6.42 g, 86%) ; 1 H NMR (400MHZ, CDCI3) 0.13-0. 15 (1 H, m), 0.34-0. 37 (2H, m), 0.60 – 0. 70 (1 H, m), 0.83 (3H, d, J = 7Hz), 0.91 (3H, d, J = 7Hz), 0.98-1. 00 (1 H, m), 1.71- 1.77 (1 H, m), 2.44-2. 48 (1 H, m), 3.00 (1 H, d, J = 8Hz), 3.32 and 3.36 (1 H, dd, J = 5 and 11 Hz), 3.59 and 3.61 (1 H, dd, J = 5 and 11 Hz), 7.25-7. 42 (5H, m); m/z (APCI) : 234 [M+H] +.

Statistics shows that Bromocyclopropane is playing an increasingly important role. we look forward to future research findings about 4333-56-6.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/14575; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 626-88-0, A common heterocyclic compound, 626-88-0, name is 1-Bromo-4-methylpentane, molecular formula is C6H13Br, 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.

Entry 7: 3,7-dimethyloctan-2-one (0.5 mmol, 78.1 mg). The remote product was 7-hydroxy-3,7-dimethyloctan-2-one (21), and the proximal product was 3-hydroxy-3,7-dimethyloctan-2-one. Purification by flash chromatography (35% EtOAc/hexanes), run 1 (46.0 mg, 0.267 mmol, 53%), run 2 (43.1 mg, 0.250 mmol, 50%). Average: 52%. Recovered starting material (rSM): 14.2 mg, 0.183 mmol, 18%. [Remote:Proximal]>99:1. Authentic proximal oxidation product was obtained by treating 1-bromo-4-methylpentane (1 equiv.) with Mg turnings (1 equiv.), followed by 2,3-butandione (1 equiv.) at -78 C. The reaction was quenched H2O, extracted with CH2Cl2 and purified by column chromatography (15% EtOAc/hexanes) to yield 3-hydroxy-3,7-dimethyloctan-2-one.

The synthetic route of 626-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Board of Trustees of the University of Illinois; US2011/15397; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 10269-01-9, 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. 10269-01-9, name is (3-Bromophenyl)methanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[0241] 1-(3-Bromobenzyl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidine (3.1). The procedure developed by Magnus et al. was followed.5 To a solution containing 2.228 g (11.98 mmol) of 3-bromobenzylamine in 10 mL of dichloromethane was added 3.4 mL (24 mmol) of triethylamine. The solution was stirred for 30 min and then treated with a solution containing 2.579 g (11.98 mmol) of 1,1,4,4-tetramethyl-1,4-dichlorosilethylene in 5 mL of dichloromethane. The reaction mixture was stirred for 3 h and then poured into 100 mL of saturated sodium dihydrogen phosphate. The reaction mixture was extracted with three 50 mL portions of dichloromethane, then dried (MgSO4), and concentrated under reduced pressure. The residue was distilled at 160 C. to give 3.1 as a clear colourless oil: yield 2.510 g (64%). 1H NMR (200 MHz, acetone-d6): delta 0.00 (s, 12H), 0.78 (s, 4H), 4.06 (s, 2H), 7.20-7.48 (m, 4H). 13C NMR (50.3 MHz, Acetone-d6): delta -0.26, 8.01, 45.59, 122.15, 126.10, 129.35, 129.53, 130.69, 146.01. IR (thin film): 3388, 2953, 1666, 1251, and 1132 cm-1. MS (CI): m/z=312.

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, (3-Bromophenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Valliant, John F.; Dorff, Peter N.; Chirakal, Raman; US2004/260073; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary