Month: December 2020

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

Application of 955959-84-9,Some common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, molecular formula is C18H11BrO, 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.

In the 250 mE rounded-bottom flask, the compound Al (1.80 g, 10.64 mmol), the compound F2 (3.78 g, 11.70 mmol), tris(dibenzylideneacetone) dipalladium(0) (0.15 g, 0.16 mmol), (¡À)-2,2?-bis(diphenylphosphino)-l , 1 ?-binaphthalene(I3INAP) (0.20 g, 0.32 mmol) and sodium tertbutoxide(l.43 g, 14.89 mmol) were dissolved in toluene (100 mE) and stirred in the bath of the temperature of 100 C. for 24 hrs. After the completion of the reaction, toluene was removed, and the resultant was extracted and distilled under the reduced pressure using dichioromethane and water. After the silica gel colunm, the solvent was distilled under the reduced pressure such that the compound F3 was obtained. (3.05 g, 7.41 mmol)

The synthetic route of 955959-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG DISPLAY CO., LTD.; LEE, Seung-Jae; BIN, Jong-Kwan; SEO, Bo-Min; CHOI, Hye-Ock; (62 pag.)US2018/97184; (2018); 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

Adding a certain compound to certain chemical reactions, such as: 314084-61-2, name is 2-Bromo-1,3-diethyl-5-methylbenzene, 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 314084-61-2, Safety of 2-Bromo-1,3-diethyl-5-methylbenzene

1,39 g Tetrahydro-pyrazolo[1,2-.a.]pyridazine-1,3-dion und 2,68 g Natriumtertiaerbutylat werden in 20 ml Dimethylformamid bei 20 geloest und mit 2,66 g 2,6-Diethyl-4-methylbrombenzol sowie 0.82 g Pd (TPP)2 Cl2 versetzt. Nun wird waehrend 2,5 Stunden bei 125 geruehrt. Nach dem Abkuehlen auf Raumtemperatur wird mit 200 ml Essigester und 200 ml Ether versetzt und die Reaktionsmischung auf einen Saugfilter gegeben. Der Filterrueckstand wird mit je 100 ml Wasser und Methylenchlorid versetzt und mit Salzsaeure angesaeuert. Die organische Phase wird abgetrennt, getrocknet und eingedampft. Der Rueckstand (1.4 g) wird an Kieselgel chromatographiert (Essigester/Hexan 3:1). Man erhaelt 2-(2,6-Diethyl-4-methyl-phenyl)-tetrahydro-pyrazolo[1,2-.a.]pyridazine-1,3-dion in Form beiger Kristalle mit einem Schmelzpunkt von 174-175.

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, 2-Bromo-1,3-diethyl-5-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Syngenta Participations AG; EP1210333; (2004); B1;,
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. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 937046-98-5

A 3-L round bottom flask equipped with a mechanical stirrer, a heating mantle, a thermal couple, a reflux condenser, a nitrogen inlet and a nitrogen outlet was charged with 7- bromopyrrolo[l,2- |[l,2,4]triazin-4-amine (Compound 11, 100 g, 469 mmol) and fert-butyl 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-l(2H)-carboxylate (Compound 12, 174 g, 563 mmol) in 1,4-dioxane (876 mL) at room temperature. To the reaction flask was added potassium carbonate (130 g, 939 mmol) and water (218 g) in sequence. The mixture was degassed by exposure to vacuum and refilled with nitrogen atmosphere for three times. After the addition of tetrakis(triphenylphosphine)palladium (0) (Pd(PPh3)4, 13.56 g, 11.7 mmol), the reaction mixture was degassed and refilled with nitrogen for three times at room temperature. Then the reaction mixture was heated to 85 – 90 C, and agitated at that temperature for 16 hours. Upon the completion of the reaction, water (900 mL) was added in 30 minutes while the internal temperature was above 50 C The mixture was cooled to room temperature. Solids gradually precipitated out. The solids were collected by filtration at 18 C, and washed with water (2 x 250 mL) and methyl tert-butyl ether (MTBE, 3 x 200 mL). The wet cake was put back into the reaction flask, and agitated in MTBE (750 mL) at 50 C for 1 hour. The solids were collected at room temperature by filtration. The cake was dried in a vacuum oven at 50 C under vacuum with nitrogen sweeping for 72 hours to provide tert-butyl 4-(4-aminopyrrolo[l,2- | [l,2,4]triazin-7-yl)-5,6- dihydropyridine-l(2H)-carboxylate (Compound 13, 123.7 g, 84%) as a brown solid. NMR (500 MHz, OMSO-de) delta 7.89 (s, 1H), 7.69 (s, 2H), 7.00 (s, 1H), 6.91 (d, J = 4.6 Hz, 1 H), 6.69 (d, J= 4.5 Hz, 1H), 4.06 (s, 2H), 3.55 (t, J = 5.5 Hz, 2H), 2.59 – 2.52 (m, 2H), 1.43 (s, 9H) ppm; C16H21N5O2 (MW 315.37), LCMS (EI) mle 316.1 (M+ + H).

The synthetic route of 937046-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; JIA, Zhongjiang; WU, Yongzhong; PAN, Yongchun; ZHOU, Jiacheng; LI, Qun; (139 pag.)WO2019/67594; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 18392-81-9, name is 5,6-Dibromobenzo[c][1,2,5]thiadiazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H2Br2N2S

Take 1.4g (4.76mmol) of 4,7-dibromobenzothiadiazole in a 250mL round-bottom flask, add a mixed solvent of 16mL of tetrahydrofuran and 160mL of absolute ethanol, and add 3.244g at 0 C under a nitrogen atmosphere. 85mmol) sodium borohydride, continue to stir for 10min, then stir at room temperature for 3h, remove the organic solvent, add deionized water, extract the organic phase with anhydrous ether, wash with saturated sodium chloride solution and dry with anhydrous magnesium sulfate, again Remove the solvent to obtain 4,5-dibromo-1,2-phenylenediamine as a light yellow solid powder with a yield of 80%;

According to the analysis of related databases, 18392-81-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanxi University; Li Juan; Wu Zhenzhen; (8 pag.)CN111057011; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 149910-98-5, A common heterocyclic compound, 149910-98-5, name is 7-Bromoisochroman, molecular formula is C9H9BrO, 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.

In a round-bottom flask is added in 5- bromine different chroman (1.0mmol), acetonitrile (2 ml), trimethyl silicon base nitrine (3.0mmol), in 80 C in the heating module 1-2 minutes, then adding CuBr 2 (2.0mmol), then after sealing the system 80 C heating reaction under 3 hours, the reaction using the ethyl acetate extraction, concentration by the simple column chromatography (eluting agent using petroleum ether (60-90 C) and ethyl acetate mixed solvent) to get product 5-bromo-2 – (2-hydroxy ethyl) benzonitrile, the yield is 60%.

The synthetic route of 149910-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hangzhou Normal University; Wang, Min; Tao, Lianzhi; Zhang, Min; Yang, Pengfei; (39 pag.)CN105330565; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 937046-98-5, 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. 937046-98-5 name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, 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.

To a solution of 7-bromopyrrolo[2,l- f][l,2,4]triazin-4-amine (2 g, 9.39 mmol, 2.98 equiv) in anhydrous THF (200mL) under inert atmosphere, was added 1,1 ,4,4-tetramethyl- 1 ,4-dichlorodisilyethylene(2. 2 g, 9.46 mmol, 1.1 equiv) along with sodium hydride (754 mg, 18.92 mmol, 2.2 equiv) and the mixture was stirred for 20 mm at room temperature. The reaction was then cooled to -78C before nbutyllithium (11.4 mL, 28.38 mmol, 2.5 M in hexanes) was added slowly over 10 mm. The reaction was allowed to stir for a further 15 mm before (3R,4 R, 5R)-3,4-bis(benzyloxy)-5- [(benzyloxy)methyl]oxolan-2-one (3.6 g, 8.60 mmol, 1.00 equiv) (dissolved in 5 mL THF) was added dropwise. The resulting solution was stirred for 1 h at -78 C, then quenched by the addition of 200 mL sat. ammonium chloride (aq.). The resulting solution was extracted with of ethyl acetate (200 mL x 3) and the organic layers combined, dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by reverse phase flash chromatography (ACN/H20). This resulted in 2 g (42%) of the title compound as a yellow solid. MS m/z [M+H] (ESI):553.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; ALIOS BIOPHARMA, INC.; BEIGELMAN, Leonid; DEVAL, Jerome; PRHAVC, Marija; (145 pag.)WO2019/53696; (2019); 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 2635-13-4 as follows. Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole

General procedure: A 10-mL vial was charged with aryl halide (0.5 mmol), Cs2CO3 (1 mmol), Cu2O (0.05 mmol), N-containing heterocycles (0.75 mmol), DMF (1 mL), and a magnetic stir bar. The mixture was stirred at 120 C (130 C for entry 19). The reaction mixture was held at this temperature for 12 h (24 h for entry 18, 20, 21, and 25). After allowing the mixture to cool to room temperature, the reaction mixture was extracted with ethyl acetate (3 10 mL), dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by silica gel chromatography (ethyl acetate/petroleum ether as the eluent) to provide the target products 3a-3t.

According to the analysis of related databases, 2635-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Xiaochuang; Wang, Meiji; Xie, Jianwei; Synthetic Communications; vol. 47; 19; (2017); p. 1797 – 1803;,
Bromide – Wikipedia,
bromide – Wiktionary