Tag: M.W=200-300

Synthetic Route of 502496-36-8, 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 502496-36-8 as follows.

Reference Example 7: 6-Fluoroindazole-4-Boronate Ester (75) To a solution of 4-fluoro-2-nitrotoluene (3.44g) in trifluoroacetic acid (13mL) was added concentrated sulfuric acid (4mL) followed by N-bromosuccinimide (5.92g). The reaction mixture was stirred for 16 h and was then quenched with brine, extracted into ethyl acetate, and dried (MgSO4). The solvent was removed in vacuo to furnish crude l-bromo-5-fluoro-2-methyl-3-nitro-benzene (5.96g). To a solution of crude l-bromo-5-fluoro-2-methyl-3-nitro-benzene (5.96g) inMeOH (9OmL) was added concentrated hydrochloric acid (11.7mL) and iron (6.Ig) and the reaction mixture was heated to reflux. After 16 h, the mixture was cooled, diluted with DCM, washed with sodium carbonate solution, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 3-bromo-5-fluoro-2-methyl-phenylamine (1.46g).To a solution of 3-bromo-5-fluoro-2-methyl-phenylamine (470mg) in dioxane (6mL) was added triethylamine (1.28mL), palladium acetate (25mg), 2- dicyclohexylphosphino biphenyl (161mg) and pinacol borane (1.001ml) and the mixture was heated to 8O0C for 4 h. The reaction mixture was cooled, diluted with chloroform, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield the desired title compound (466mg).

According to the analysis of related databases, 502496-36-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIRAMED LIMITED; WO2006/46031; (2006); A1;,
Bromide – Wikipedia,
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129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene, 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. SDS of cas: 129316-09-2

17.7 g (60.47 mmol) of 1,3-dibromo-5-(tert-butyl)benzene was mixed with 200 ml of diethyl ether, and n-BuLi (1.6 M in hexane) was slowly added thereto at a temperature of -78C. After the reaction mixture was stirred at a temperature of -78C. for 1 hour, 15 g (72.6 mmol) of iodine mixed with 20 ml of THF was slowly added by drops thereto. The reaction mixture was stirred at room temperature for 16 hours. After the reaction was completed, the organic layer was extracted by using ethyl acetate and a sodium thiosulfate aqueous solution, dried by using magnesium sulfate, distilled under reduced pressure, and purified by liquid chromatography to obtain 18 g (54.5 mmol, yield: 60%) of Intermediate 5-6. LC-MS m/z=291 (M+H)+.

The synthetic route of 129316-09-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Electronics Co., Ltd.; Choi, Jongwon; CHO, Yongsuk; KOO, Hyun; PARK, Bumwoo; LEE, Sunghun; ISHIHARA, Shingo; KWAK, Yoonhyun; KWON, Ohyun; (138 pag.)US2019/194237; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 5153-40-2, name is 1-Bromo-2,3,4,5,6-pentamethylbenzene, 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 5153-40-2, Recommanded Product: 1-Bromo-2,3,4,5,6-pentamethylbenzene

Nl ,N5-bis(2.3.4.5.6-pentamethylphenyOpentane- 1 ,5-diamine (Example 8) [0082] In a drybox, 2,3,4,5,6-pentamethylbromobenzene (750.0 mg, 3.30 mmol), 1,5-pentanediamine (195.2 muL, 1.67 mmol), sodium tertbutoxide (396.6 mg, 4.13 mmol), 3.0 mL of dimethyoxyethane, and 10.0 mM Pd(OAc)2 / CyPF-Z-Bu (82.5 muL, 8.25 x 10-4 mmol) were added to a 20 mL scintillation vial equipped with a magnetic stirbar and sealed with a cap containing a PTFE septum. The reaction was placed into a temperature controlled aluminum heating block and stirred at 100 0C for 6 h. After cooling to room temperature, the reaction mixture was partitioned between 100 mL H2O/Diethyle ether (Et20) (1 : 1), the organic phase separated and dried over MgSO4, followed by the removal of all volatiles to afford 619 mg (95.0 %) of the title compound.|0083) 1H NuMR spectra were obtained at 400 MHz and recorded relative to residual protio solvent. 13C NuMR spectra were obtained at 101 MHz and recorded relative to the residual solvent resonance. The spectra recorded are as follows: 1H NMR (CDC13, 400 MHz, 22 0C): delta 1.50-1.71(m, 6H), 2.21 (s, 6H), 2.22 (s, 12H), 2.25 (s, 12H), 2.84 (t, J = 12 Hz, 4H), 2.88 (br s, 2H). 13C NMR (CDC13, 101 MHz, 22 0C): delta 14.8, 16.5, 16.9, 25.0, 30.9, 49.9, 126.8, 129.6, 132.9, 143.7.

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; UNIVATION TECHNOLOGIES, LLC; JOHNS, Adam, M.; WO2010/53696; (2010); A2;,
Bromide – Wikipedia,
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Reference of 58971-11-2, 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 58971-11-2 as follows.

To a solution of 2-(3-bromophenyl)ethanamine (2 g, 10 mmol) in DCM (30 mL) were added Et3 (3 mL, 20.99 mmol) and AC2O (2 mL, 20.99 mmol). The reaction was stirred at rt overnight, then washed with H20 (50 mL x 3) followed by brine (50 mL x 3), dried over anhydrous a2S04, filtered and concentrated in vacuo to yield the crude product (2.42 g, 100%). MS (ESI, pos. ion) m/z: 242.0 [M + H]+; NMR (400 MHz, CDC13) delta (ppm): 7.36-7.33 (d, J= 9.2 Hz, 2H), 7.18-7.14 (t, J= 7.6 Hz, 1H), 7.12-7.10 (d, J= 8.0 Hz, 1H), 3.49-3.44 (t, J= 6.8 Hz, 2H), 2.79-2.76 (t, J= 7.2 Hz, 2H), 2.2 (s, 1H), 1.93 (s, 3H).

According to the analysis of related databases, 58971-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD; XI, Ning; WANG, Ruyong; WANG, Liang; WO2014/89324; (2014); A1;,
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. 49764-63-8, name is 4,5-Dibromobenzene-1,2-diamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 4,5-Dibromobenzene-1,2-diamine

A mixture of 4,5-dibromo-o-phenylenediamine(40 mg, 0.15 mmol), 3-tert-butyl-5-nitrosalicylaldehyde(70 mg, 0.31 mmol) and Zn(OAc)2·2H2O (40 mg, 0.18 mmol) in MeOH (20 mL) was stirred for 4 h at room temperature. The orange product was then isolated by filtration and dried

The synthetic route of 49764-63-8 has been constantly updated, and we look forward to future research findings.

Reference:
Conference Paper; Anselmo, Daniele; Escudero-Adan, Eduardo C.; Martinez Belmonte, Marta; Kleij, Arjan W.; European Journal of Inorganic Chemistry; 29; (2012); p. 4694 – 4700;,
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Synthetic Route of 142808-15-9,Some common heterocyclic compound, 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, molecular formula is C7H3BrF4, 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 solution of cyclopropylmethanol (2.22 g, 31 mmol) in THF (100 mL) at 0C was added sodium hydride (60% dispersion in oil, 2.06 g, 51 mmol) in portions and stirred at room temperature for 30 minutes, followed by addition of 4-bromo-2-fluoro-l-(trifluoromethyl)benzeneare (295A) (5.0 g, 20.5 mmol). The mixture was stirred at room temperature for 16 hours, quenched with water (50 mL), and extracted with EtOAc (50 mL x 3). The combined organic phases was washed with brine (50 mL), dried over sodium sulphate, concentrated, and purified by column chromatography on silica gel (ethyl acetate in petroleum ether, 10% v/v) to furnish Compound 295B. LC-MS (ESI) m/z: non-ionizable compound under routine conditions used;1H-NMR (CDCb, 400 MHz): d (ppm) 0.39 (q, J= 4.9 Hz, 2H), 0.64 (q, J= 5.9 Hz, 2H), 0.81 – 0.91 (m, 1H), 3.91 (t, j= 8.1 Hz, 2H), 7.03 – 7.18 (m, 2H), 7.41 (d, J = 8.2 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-fluorobenzotrifluoride, its application will become more common.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHAO, Qi; (737 pag.)WO2019/133770; (2019); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 546115-65-5, name is 1-(3-Bromophenyl)cyclopropanamine, 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. category: bromides-buliding-blocks

General procedure: 3-(trifluoromethyl)benzene-l-sulfonyl chloride (0.66 mL, 4.1 mmol) was added into a mixture of (3-bromophenyl)methanamine hydrochloride (1.0 g, 4.5 mmol) and DIEA(1.6 mL, 9.0 mmol) in DCM (20 mL). The reaction was stirred at room temperature for approximately 3 hours and washed with IN HC1 (IX) and brine (2X). The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (0 – 30% EtOAc/Hexanes) to afford the title compound (1.5 g, 96%). l NMR (CDC13) delta 8.05 (s, IH), 8.00 (d, IH), 7.82 (d, IH), 7.63 (t, IH), 7.35 (m, IH), 7.27 (s, IH), 7.12 (d, 2H), 5.25 (t, IH), 4.18 (d, 2H).

The synthetic route of 1-(3-Bromophenyl)cyclopropanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; SHI, Dongchuan; KULTGEN, Steven G.; MCGUINNESS, Brian F; LETOURNEAU, Jeffrey J.; COLE, Andrew G.; BEASLEY, James R.; (358 pag.)WO2018/5801; (2018); A2;,
Bromide – Wikipedia,
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Synthetic Route of 3972-64-3, A common heterocyclic compound, 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, molecular formula is C10H13Br, 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.

A 1. 6 M solution of nbutyllithium (0.85 mL, 1.36 mmol) was added to a solution of dicyclohexylamine (0.27 mL, 1.36 mmol) in toluene (5 mL). After stirring for 5 min, a mixture of cisltrans isomers of 2-methyl-cyclohexanecarboxylic acid 2- trimethylsilanyl-ethyl ester (269 mg, 1.11 mmol) was added. After stirring for 30 min, 1-bromo-3-tert-butyl-benzene (248 mg, 1.16 mmol) was added followed by the simultaneous addition of tri-tert-butylphosphonium tetrafluoroborate (31 mg, 107 /mol) and tris (dibenzylideneacetone) dipalladium (O)-chloroform adduct (51 mg, 49. 3, mol). The solution was placed into a preheated oil bath at 60 °C. After stirring for 20 h, the solution was diluted with 10percent aqueous hydrochloric acid, and extracted with diethyl ether. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated. The residue was flash chromatographed with 49: 1,24 : 1, and 23: 2 hexanes: ethyl acetate as the eluant to yield 375 mg (90percent yield) of a mixture of cisltrans isomers of 1- (3-tert-butyl-phenyl)- 2-methyl-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester as a yellow oil. Method [2] Retention time 3.67 min by HPLC and 3.75 min by MS (M+Na=397). Method [2] Retention time 3.77 min by HPLC and 3.85 min by MS (M+Na=397).

The synthetic route of 3972-64-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87215; (2005); A1;,
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Electric Literature of 167355-41-1, 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. 167355-41-1, name is 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

DI-TERT-BUTYLDICARBONATE (575. 7 mg, 2. 64 mmol) in methylene chloride (5. 0 mL) is added in one portion to a solution of methylene chloride (7. 0 mL) at room temperature that contains (RAC)-6-BROMO-1, 2, 3, 4-tetrahydronaphthalen-2-ylamine (591. 6 mg, 2. 62 mmol) and triethylamine (1. 1 mL, 7. 89 MMOL). After stirring at room temperature for 19 h in air, the resulting amber solution is diluted with methylene chloride (25 mL), washed with a saturated aqueous solution of sodium chloride (2 x 50 mL), dried over magnesium sulfate, and evaporated to dryness under reduced pressure to give the title compound as a pale yellow solid. The purity of isolated 29 was >95%, as determined by 1H NMR spectroscopy, and was used without further purification. mp 107-108 C. H NMR (CDCl3) : No.1. 45 (s, 9H, C (CH3) 3), 1. 70 (m, 1H, H-3), 2. 04 (m, 1H, H-3), 2. 55 (dd, J= 16. 5 Hz, 8. 5 Hz, 1H, H-1), 2. 84 (pseudo t, J= 6. 5 Hz, 2H, H-4), 3. 05 (dd, J= 16. 5 Hz, 5. 0 Hz, 1H, H-1), 3. 94 (br, 1H, H-2), 4. 58 (br, 1H, NH), 6. 91 (d, J= 8. 0 Hz, 1H, H-8), 7. 22 (m, 2H, overlapping H-5 and H- 7). 13C NMR (CDCl3) : No.27. 1 (CH2, C-4), 28. 4 (C (CH3) 3), 28. 7 (CH2, C-3), 35. 6 (CH2, C-1), 46. 0 (CH, C-2), 79. 4 (C (CH3) 3), 119. 6 (C-Br, C-6), 128. 9 (CH, C-7), 131. 0 (CH, C-8), 131. 5 (CH, C-5), 133. 3 (C-8a), 137. 8 (C-4a), 155. 3 (NHCO2). LCMS m/z calcd. for C15H2OBRN02 ([M] +) 325 ; found 311 ([M – C4H7 + CH3CN] +, 22%), 270 ( [M-C4H7] +, 81%), 267 ( [M- C5H702 + CH3CN] +, 43%), 226 ([M-C5H702] +, 100%), 209 ([M – C5H10NO2]+, 94%).

The synthetic route of 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WO2005/19228; (2005); A1;,
Bromide – Wikipedia,
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Electric Literature of 176317-02-5, 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. 176317-02-5, name is 1-Bromo-2,3,4-trifluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(4-1) Synthesis of 1-(3-methyl-3-hydroxy-1-butynyl)-2,3,4-trifluorobenzene Under nitrogen replacement, 247 g of 2,3,4-trifluorobromobenzene was dissolved in 740 ml of DMF, into which 247 mL of triethylamine, 3.7 g of tetrakistriphenylphosphine palladium (0), and 4.4 g of copper iodide (I) were added, and heated to 70C. To this, 108 g of 3-methyl-1-butyne-3-ol was added dropwise for 1 hour, and the mixutre was then stirred for 2 hours at room temperature, for 1 hour at 50C, for 30 minutes at 60C, and for 2 hours at 80C. Then, 500 mL of water was added and cooled to room temperature, to which 200 mL of concentrated hydrochloric acid was added. After this was extracted twice using ethyl acetate, the extract and the organic layer were mixed together, washed using water and a saturated saline solution in that order, and dried using anhydrous magnesium sulfate. After the solvent was evaporated under a reduced pressure, the residue was purified by distillation under a reduced pressure (78 to 84C / 0.65 to 0.70 mmHg) to obtain 229 g of 1-(3-methyl-3-hydroxy-1-butynyl)-2,3,4-trifluorobenzene as a yellow solid.

The synthetic route of 1-Bromo-2,3,4-trifluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dainippon Ink and Chemicals, Incorporated; EP1640433; (2006); A1;,
Bromide – Wikipedia,
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