Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, 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 937046-98-5, SDS of cas: 937046-98-5

To a solution of compound 7-bromopyrrolo[2,1-fj[1,2,4]triazin-4-amine (1.5 g, 7.0 mmol) in DME (20 mL), the pinacol ester of 2-indeneboronic acid (1.5 eq.), 2M aq. Na2CO3 (4.0 eq.) were added and degassed with N2 for 15mm. Then Pd(dppf)C12.DCM (5 mol%) was added to the mixture and again degassed for 15 mm. The solution was heated in at 100 C for lh and then allowed to cool at RT. Then the mixture was diluted with 25 mL water and 25 mL EtOAc and extracted. Then the organic layer was washed with brine and dried over anhydrous sodium sulfate and concentrated. The crude gummy liquid was purified by column to afford 7- (1 H-inden-2-yl)pyrrolo [2,1 -fj [1,2,4] triazin-4-amine (970 mg, 57% yield).

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, 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; RAI, Roopa; CHAKRAVARTY, Sarvajit; GREEN, Michael, John; PHAM, Son, Minh; PUJALA, Brahmam; AGARWAL, Anil, Kumar; NAYAK, Ajan, Kumar; KHARE, Sweta; GUGULOTH, Rambabu; RANDIVE, Nitin, Atmaram; WO2015/58084; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 337915-79-4, 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. 337915-79-4 name is 5-Bromo-N1-methylbenzene-1,2-diamine, 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.

The 5 – bromo – N1- Methyl phenyl – 1, 2 – diamine (1.02 g, 5 . 07 mmol) and 2 – (4 – (trifluoromethyl) phenyl) acetic acid (2.01 mg, 9 . 85 mmol) is added to the toluene (25 ml) in, 120 C oil bath is heated under reflux reaction 42 h. The reaction cooling to room temperature, concentrated under reduced pressure, the residue added to in DCM (60 ml), HCl aqueous solution for sequentially (1.0 M, 20 ml), saturated NaHCO3Aqueous solution (20 ml) and saturated NaCl aqueous solution (20 ml) washing, anhydrous Na2SO4Drying, concentrated under reduced pressure, the crude product by silica gel column chromatography (eluent: PE/EtOAc (v/v)=2/1), to obtain the product as a yellow solid (500 mg, 27%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-N1-methylbenzene-1,2-diamine, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Zhong Xue; Wang Feng; Li Xuke; He Wei; Guan Mingyu; Liu Bing; Zhang Yingjun; Zheng Changchun; (105 pag.)CN108689942; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 141474-37-5, name is 2,4-Dibromo-6-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2,4-Dibromo-6-fluoroaniline

General procedure: A mixture of 2-iodoaniline (0.20 mmol), phenyl isothiocyanate (0.22 mmol), DABCO (0.40 mmol, 2.0 equiv) and polystyrene-immobilized phenanthroline-Cu(I) catalyst 4 (20 mg, containing Cu 0.005 mmol) and toluene (1.0 mL) was stirred at 60 C for 8 h. After completion of the reaction as indicated by TLC, the mixture was cooled to room temperature and Et2O (5.0 mL) was added and the mixture stirred for 10 min to ensure product removal from catalyst. As supported catalyst 4 was precipitated to the bottom of the flask, the organic layer was decanted and the residue was washed with Et2O (2×5.0 mL). The combined organic layers were concentrated, and then the residue was purified by flash chromatography on silica gel to provide the corresponding pure product 7a in 95% yield.

The synthetic route of 141474-37-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Jin; Li, Pinhua; Wang, Lei; Tetrahedron; vol. 67; 31; (2011); p. 5543 – 5549;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 54962-75-3,Some common heterocyclic compound, 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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 mixture of 3-amino-5-bromobenzotrifluoride (1.0 g, 4.17 mmol) in pyridine (10 mL) at 0-5C was added dropwise methanesulfonyl chloride (0.389 mL, 5 mmol). The reaction mixture was stirred at rt for 4 days. As the reaction was not completed, the reaction mixture was then heated in a microwave oven at 150C for 15 min. There was no evolution, so the reaction was stopped. The reaction mixture was concentrated until dryness, and the residue was co-evaporated with toluene. The residue was then diluted with a saturated aqueous solution of NaHC03 and extracted with DCM. The organic layer was dried over MgS04 and evaporated. Purification by Flash chromatography using CombiFlash Companion ISCO system (Redisep silica 12g column, eluting with Cyclohexane/EtOAc 100:0 to 70:30) gave the title compound (1.05 g, 79% yield) as a white solid. 1H-NMR (400 MHz, DMSO-d6, 298 K): delta ppm 3.14 (s, 3H) 7.48 (s, 11-1) 7.64 (s, 11-1) 7.68 (s, 1 H) 10.42 (s, 1 H). MS(10): 316.3-318.2 [M-1]

The synthetic route of 54962-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; WO2013/88404; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 4117-09-3,Some common heterocyclic compound, 4117-09-3, name is 7-Bromo-1-heptene, molecular formula is C7H13Br, 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.

S-6-heptenyl thioacetate 3.4 g (19.2 mmol) of 6-heptenyl-1-bromide in 15 ml of dimethylformamide were mixed with 2.4 g (21 mmol) of potassium thioacetate and stirred at room temperature for 2 hours. The mixture was taken up in 50 ml of MTBE and washed with saturated NaCl solution. Drying over sodium sulfate was followed by concentration, and the residue was employed without purification in the next stage.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-Bromo-1-heptene, its application will become more common.

Reference:
Patent; SANOFI-AVENTIS; US2009/149486; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 38573-88-5,Some common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, molecular formula is C6H3BrF2, 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.

The compounds of the formula (I-7-1) A reaction vessel 10.0 g (0.052 mol), 1- pentyne 4.6 g(0.067 mol), copper iodide (I) 0.20g (1 .0 mmol), was added N, N-dimethylformamide 120 mL,triethylamine 40 mL. After the inside of the system was replaced with nitrogen, tetrakis(triphenylphosphine) palladium (0) 0.60 g (0.52 mmol) was added and heating for 12 hoursstirring at 90 ° C. After dilution with toluene, hydrochloric acid, washed with brine, and purifiedby column chromatography (silica gel) to give the formula (the I-7-2) with the compoundrepresented by 7.0 g (0.039 mol) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,3-difluorobenzene, its application will become more common.

Reference:
Patent; DIC CORPORATION; HORIGUCHI, MASAHIRO; HAYASHI, MASANAO; KUSUMOTO, TETSUO; (71 pag.)JP2015/78153; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 393-37-3, 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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows.

DESCRIPTION FOR D414-bromo-1-[(1-methylethyl)oxy]-2-(trifluoromethyl)benzene (D41)To a solution of 2-propanol (1.997 mL) in dry tetrahydrofuran (THF) (50 mL) under nitrogen was added potassium tert-butoxide (3.49 g). The reaction mixture was heated to 50 C. for 10 min, then 4-bromo-1-fluoro-2-(trifluoromethyl)benzene (D40) (6.3 g) was added. The resulting mixture was stirred at 50 C. overnight. After cooling the reaction, the solvent was removed in vacuo, the residue was diluted with ethyl acetate (100 mL), washed with water, the organic phase was dried over sodium sulphate, concentrated and the residue was purified by column chromatography to give 4-bromo-1-[(1-methylethyl)oxy]-2-(trifluoromethyl)benzene (D41) (5.21 g) as a clear oil. deltaH (CDCl3, 600 MHz): 1.36 (6H, d), 4.60 (1H, m), 6.88 (1H, d), 7.55 (1H, dd), 7.66 (1H, d).

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-fluorobenzotrifluoride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Glaxo Group Limited; US2011/269738; (2011); 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 2606-51-1 as follows. Recommanded Product: 2606-51-1

Boc-L-Pyroglutamic acid methyl ester (1.05 g, 4.32 mmol) was dissolved in dry THF (20mL). The mixture was cooled to -78 C. LiHMDS (1 M in THF, 4.40 mL, 4.40 mmol) was addeddropwise at -78 C over 10 minutes. The solution was stirred at -78 C for 1 hour. A solution of 5-(bromomethyl)-1 ,3-benzodioxole (0.975 g, 4.53 mmol) in dry THF (5 mL) was then added dropwise at -78 C over 30 minutes. The solution was stirred at -78 C for 2 hours. Sat. NaHCO3 (aq) (40 mL) was added dropwise with continual stirring until the solution reached room temperature. The mixture was diluted with EtOAc (50 mL) and the layers separated. The organic phase was washed with sat. brine (aq) (40 mL) then dried (Mg504), filtered and the solvent evaporated in vacuo. The crudeproduct was purified by flash chromatography (Biotage Isolera; 50 g SNAP cartridge) eluting with isohexane -* 40% EtOAc – isohexane to yield the title compound (1.08 g, 66 %) as a white solid.AnalpH2_MeOH_4MIN: Rt: 3.03 mi mlz 378.3 [M+H]+

According to the analysis of related databases, 2606-51-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF LEEDS; PHILIPPOU, Helen; FOSTER, Richard; FISHWICK, Colin; REVILL, Charlotte; YULE, Ian; TAYLOR, Roger; NAYLOR, Alan; FALLON, Philip, Spencer; CROSBY, Stuart; HOPKINS, Anna; GUETZOYAN, Lucie, Juliette; MACNAIR, Alistair, James; STEWART, Mark, Richard; WINFIELD, Natalie, Louise; (273 pag.)WO2019/186164; (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. 452-62-0, name is 3-Bromo-4-fluorotoluene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H6BrF

EXAMPLE 3 4-Methyl-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene Hydrochloride The title compound was prepared by the methods described in Examples 1 and 2 starting with 2-fluoro-5-methylbromobenzene. (data for free base) 1H NMR (400 MHz, CDCl3) delta 7.04 (d, J=7.5 Hz, 1H), 6.99 (s, 1H), 6.98 (d, J=7.5 Hz, 1H), 2.98-2.90 (m, 4H), 2.63 (m, 2H), 2.35 (m, 1H), 2.32 (s, 3H), 1.87 (d, J=11.5 Hz, 1H). APCI MS m/e 174.2 [(M+1)+]. (HCl salt) M.p. 254-255 C. Anal. Calcd. for C12H12F3N.HCl.1/3H2O: C, 53.44; H, 5.11; N. 5.19. Found C, 53.73; H, 4.82; N, 5.15.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 452-62-0.

Reference:
Patent; Pfizer Inc; US6605610; (2003); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 41825-73-4, name is 2-Bromo-4,6-dimethylaniline, 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. Formula: C8H10BrN

General procedure: In the MW method, a mixture of 4-chloro-5,6,7-trimethoxyquinazoline (3.0 mmol) and aryl amine (3.0 mmol) in 2-propanol (10 mL) was stirred for 3 min and then reacted under MW at 100 W and 80 C for 20 min. Upon reaction completion as monitored by thin-layer chromatography (TLC), the solvent was removed under reduced pressure. The residue was dissolved with methanol or chloroform and purified by TLC (petroleum ether/ethylacetate, 1:2, V:V). The target compound was eluted from the silica gel with ethyl acetate to give the title compounds.

The synthetic route of 2-Bromo-4,6-dimethylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Ying; Jin, Linhong; Xiang, Hongmei; Wu, Jian; Wang, Peiyi; Hu, Deyu; Xue, Wei; Yang, Song; European Journal of Medicinal Chemistry; vol. 66; (2013); p. 335 – 344;,
Bromide – Wikipedia,
bromide – Wiktionary