Tag: M.W=100-200

These common heterocyclic compound, 2270-59-9, name is 5-Bromo-2-methylpent-2-ene, 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. Product Details of 2270-59-9

To a mixture of 7-chloro-3-(2-(6-cyclopropyl-lH-indol-3-yl)-2-oxoethoxy)- 2-naphthamide (419mg, 1 mmol) in anhydrous DMF (10 mL) were added 5-bromo-2-methylpent-2-ene (0.6 g, 4 mmol) and K2CO3 (400 mg, 2.9 mmol).The reaction mixture was stirred at 20C overnight then concentrated under high vacuum. The residue was purified by column chromatography to afford the desired product (450 mg, 92.2% yield) as white solid. LC-MS: m/z 501(M+H)+.

The synthetic route of 5-Bromo-2-methylpent-2-ene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SPERO THERAPEUTICS, INC.; ZAHLER, Robert; (262 pag.)WO2016/112088; (2016); A1;,
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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 1073-39-8 as follows. Quality Control of 3-Bromobicyclo[4.2.0]octa-1,3,5-triene

Under argon, 4,4′-dihydroxy-diphenylhexafluorocyclobutane ether (19 g, 0.05 mol) of 4-bromobenzocyclobutene (36.6 g, 0.2 mol), 1.95 Grams of cuprous iodide(0.1 mol), 6.15 g of N-butylimidazole (0.05 mol), 13.86 g of potassium carbonate (0.1 mol) and 100 ml of toluene were added and the temperature was raised to 140 C for 16 hours. The mixture was cooled to room temperature and the reaction mixture was diluted with chloroform, Washed with dilute hydrochloric acid and then neutralized with saturated aqueous sodium bicarbonate. The organic solvent was removed by rotary distillation to give a solid crude product. Purification by column chromatography (petroleum ether / ethyl acetate, 6: 1) gave a white solid product,Yield 66%.

According to the analysis of related databases, 1073-39-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai institute of Organnic Chemistry,Chinese Academy of Sciences; Fang, jiang; Zhou, JunFeng; Luo, yijie; Wang, JiaJia; Jin, kaikai; Wang, Yuanjiang; (13 pag.)CN104311401; (2016); B;,
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Related Products of 58534-95-5, 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. 58534-95-5, name is 3-Bromo-2-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2,2,2-trichloroethane-1,1-diol (8.09 g, 49.33 mmol) and Na2SO4 (53 g, 370 mol) was dissolved in water and warmed to 35C.3-Bromo-2- fluorobenzenamine (7.77 g, 41.11 mmol) in water was added, followed by 35% aqueous HCl solution (4.6 mL) and hydroxylamine hydrochloride (9.08 g, 131.6 mmol). The resulting mixture was stirred at 90C for 16 hours and yellow precipitate was formed. The mixture was cooled to room temperature. The solid was collected by filtration, rinsed with water, and dried in the air to afford compound 5-3 (6.5 g, 61% 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, 3-Bromo-2-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARAXES PHARMA LLC; LI, Liansheng; FENG, Jun; LONG, Yun, Oliver; LIU, Yuan; REN, Pingda; LIU, Yi; (135 pag.)WO2017/58915; (2017); A1;,
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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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H15Br

EXAMPLE 1 1-[2-(Cyclohexyl)ethyl]-4-benzamidopiperidine 2-Cyclohexylethyl bromide (1.9 g.) in dimethylformamide (10 ml.) was added to 4-benzamidopiperidine (2.2g.), diisopropylamine (4 ml.) and a trace of sodium iodide in dimethylformamide (10 ml). The mixture was heated at 70 C. for 16 hours, cooled, poured into water, and extracted with methylene chloride. The washed and dried extracts were evaporated and the solid residue was recrystallized from ethanol to give the product (1.25 g.), m.p. 174-5 C. (Found: C, 76.4; H, 9.5; N, 8.9 C20 H30 N2 O requires C, 76.4; H, 9.6; N, 8.9%).

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 1647-26-3.

Reference:
Patent; John Wyeth & Brother Limited; US4029801; (1977); A;,
Bromide – Wikipedia,
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2270-59-9, name is 5-Bromo-2-methylpent-2-ene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 5-Bromo-2-methylpent-2-ene

To a solution of 1- ( 6-Amino-9H-purin-8-yl) -3, 6, 6- trimethyl-1, 5, 6, 7-tetrahydro-indazol-4-one (0.0327 g, 0.105 mmol) in DMF (1 mL) are added Cs2CO3 (0.041 g, 0.126 mmol) , and5-bromo-2-methyl-2-pentene (0.02 mL, 0.126 mmol). The reaction mixture is stirred at RT for 1 day. The resulting precipitate is removed by vaccum filtration, and the filtrate is evaporated under reduced pressure. Purification of the crude material using a Biotage column (10 – 70% EtOAc/hexanes for 10 CV) affords 0.0113 g of 1- [ 6-Amino-9- (4-methyl-pent-3- enyl) -9H-purin-8-yl] -3, 6, 6-trimethyl-l, 5, 6, 7-tetrahydro- indazol-4-one (28%) . LC/MS Calculated for C21H27N7O: m/z = 393. Found: m/z = 394 [M+H]+.

The synthetic route of 2270-59-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SERENEX, INC.; WO2008/24981; (2008); A1;,
Bromide – Wikipedia,
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Some common heterocyclic compound, 3814-30-0, name is (Bromomethyl)cyclopentane, molecular formula is C6H11Br, 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. Recommanded Product: (Bromomethyl)cyclopentane

Step 3: To a suspension of 6-(3-methylbenzyl)-3-(tetrahydro-2H-pyran-4-yl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one (150 mg, 462.42 micromol) in anhydrous DMF (5 mL) was added (bromomethyl)cyclopentane (90 mg, 554.90 micromol) and K2CO3 (96 mg, 693.63 micromol). The mixture was heated at 60C for 12 h. LCMS showed 35% of desired product. The mixture was concentrated and the residue was dissolved in DCM (20 mL) and H2O (20 mL). The aqueous layer was extracted with DCM (20 mL). The combined organics were washed with H2O (20 mL), dried over Na2SO4, filtered, concentrated and purified by preparative HPLC to give 7- (cyclopentylmethyl)-6-(3-methylbenzyl)-3-(tetrahydro-2H-pyran-4-yl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one (25.60 mg, 13.62% yield) . 1H NMR (CDCI3 400MHz): 5 7.28-7.24 (m, 1 H), 7.15 (d, J=7.6 Hz, 1 H), 6.96-6.94 (m, 2H), 6.68 (s, 1 H), 4.13-4.09 (m, 2H), 3.92-3.88 (m, 4H), 3.59-3.53 (m, 2H), 3.14-3.13 (m, 1 H), 2.35 (s, 3H), 2.17-2.10 (m, 3H), 1 .95-1 .90 (m, 2H), 1 .71 -1 .67 (m, 4H), 1 .55-1 .54 (m, 2H), 1 .31 -1 .30 (m, 2H). LC-MS: fR = 3.10 min (METHOD 3), m/z = 407.2 [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 3814-30-0, its application will become more common.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; JESSING, Mikkel; (126 pag.)WO2016/55618; (2016); A1;,
Bromide – Wikipedia,
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Application of 1647-26-3,Some common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, molecular formula is C8H15Br, 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.

170a) 1 -Bromo-3-(2-cyclohexylethoxy)benzene To a solution of 3-bromophenol (500 mg, 2.89 mmol) and (2-bromoethyl)cyclohexane (580 mg, 3.03 mmol) in Nu,Nu-dimethylformamide (DMF) (5 mL) was added K2C03 (799 mg, 5.78 mmol) slowly under nitrogen at room temperature. The reaction mixture was stirred at 150 C for 4 h. 10 mL of water was added and extracted with ethyl acetate (3x). The combined organic phase was concentrated to obtain the title compound 1 -bromo-3- (2-cyclohexylethoxy)benzene (700 mg, 1 .977 mmol, 68.4 % yield) which was used in next step without further purification.

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-cyclohexylethane, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; CALLAHAN, James Francis; KERNS, Jeffrey K.; LI, Peng; LI, Tindy; MCCLELAND, Brent W.; NIE, Hong; PERO, Joseph E.; DAVIES, Thomas Glanmor; GRAZIA CARR, Maria; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; NORTON, David; VERDONK, Marinus Leendert; WOOLFORD, Alison Jo-Anne; WILLEMS, Hendrika Maria Gerarda; (664 pag.)WO2017/60854; (2017); A1;,
Bromide – Wikipedia,
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These common heterocyclic compound, 630-17-1, name is 1-Bromo-2,2-dimethylpropane, 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. Quality Control of 1-Bromo-2,2-dimethylpropane

Step 3: 4-Bromo-2-terf-butyl-6-(neopentyloxy)pyridine (P8c) To a solution of compound P8b (2.0 g, 8.66 mmol) in dry DMF (20 ml_) was added NaH (0.62 g, 26.0 mmol) under N2 and the mixture was stirred at rt for 1 h. Then 1-bromo-2,2- dimethylpropane (2.37 g, 15.7 mmol) was added and the resulting mixture was heated at 80C overnight, quenched with water (10 ml_) and extracted with EA twice. The combined organic layers were washed with brine (3x), concentrated and purified by CC (PE/EA = 50/1) to give compound P8c (0.5 g, 20%) as an oil.

The synthetic route of 1-Bromo-2,2-dimethylpropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2013/79223; (2013); A1;,
Bromide – Wikipedia,
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Synthetic Route of 2924-09-6, 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 2924-09-6 as follows.

Step 1: Synthesis of 4-(5-bromo-2-fluorophenyl)morpholine To a CEM snap top microwave vial (10 ml) equipped with a magnetic stir bar (3*10 mm) was added 5-Bromo-2-fluoroaniline (1.00 g, 5.26 mmol), sodium iodide (2.37 gm, 15.8 mmol), potassium carbonate (1.45 gm, 10.5 mmol), and 2-chloroethyl ether (1.30 gm, 9.09 mmol) in dimethylformamide (6.5 mL). The reaction was capped and irradiated in a CEM Explorer microwave at 120 C. for 4 hours then forced air-cooled. Purification by column chromatography [default gradient (ISCO); EtOAc/hexanes] afforded 397 mg (29%) an oil; 1H NMR (400 MHz, DMSO-d6) delta ppm 3.00 (t, J=1.7 Hz, 4H) 3.69-3.73 (m, 4H) 7.10-7.15 (m, 3H); MS (EI) m/z 259.0 [M+·].

According to the analysis of related databases, 2924-09-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WYETH; US2009/48320; (2009); A1;,
Bromide – Wikipedia,
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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 656-64-4 as follows. Product Details of 656-64-4

A mixture of 3.8g (16.33mmol) of 4-chloro-6-nitro-quinoline-3-carbonitrile and 3.7g (20mmol) of 3-bromo-4-fluoroaniline in 200mL of ethanol was refluxed for 3hr. After the solvent was removed, the residue as dissolved in ethyl acetate and washed with sodium bicarbonate. The product was collected as a pale yellow solid, 6.5g (71 %); ESMS m/z 387.3, 389.2, mp 269-270C (dec).

According to the analysis of related databases, 656-64-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wyeth Holdings Corporation; EP1950201; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary