Tag: M.W=200-300

Application of 1020198-58-6, These common heterocyclic compound, 1020198-58-6, name is 2-Bromo-1-chloro-3,5-difluorobenzene, 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 93 Preparation of Compound 93 (lR,4S,12aR)-N<2-chloro-4,6-dtf octahydro-l,4-methanodipyrido[l,2-a:r,2'-d]pyrazme-9-carboxarnide Step 1 A 5 mL microwave vial was charged with 2-bromo-l-chioro-3,5- difluorobenzene (540 mg, 2.4 mmol), cuprous cyanide (436 mg, 4,87 mmol), tetrakis(triphenylphosphme)palladium (63 mg, 0.05 mmol), sealed, and evacuated/backfilled with nitrogen. To this was added 5 mL degassed DMF. The sealed vessel was heated at 110 C for 18 hours, diluted with ethyl acetate, and washed sequentially with twice 9:1 NH40H:NH4Ci aq twice 5% LiCl(aq ), and brine. The organic phase was then dried over magnesium sulfate, filtered, and concentrated. The crude residue was purified by flash chromatography (100% hexanes) to afford 2-chloro-4,6- difiuorobenzonitrile. - MR (400 MHz, Chloroform-*/) delta 7.13 (dt, J ------- 8.0, 1.9 Hz, 1H), 6.93 (td, J = 8.5, 2.3 Hz, 1H). The synthetic route of 1020198-58-6 has been constantly updated, and we look forward to future research findings. Reference:
Patent; GILEAD SCIENCES, INC.; JIN, Haolun; LAZERWITH, Scott, E.; MARTIN, Teresa, Alejandra, Trejo; BACON, Elizabeth, M.; COTTELL, Jeromy, J.; CAI, Zhenhong, R.; PYUN, Hyung-Jung; MORGANELLI, Philip, Anthony; JI, Mingzhe; TAYLOR, James, G.; CHEN, Xiaowu; MISH, Michael, R.; DESAI, Manoj, C.; WO2014/100323; (2014); A1;,
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Reference of 1127-85-1, 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. 1127-85-1, name is 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred suspension of INT-6 (339 mg, 1.13 mmol) in anhydrous DMF (25 mL) was added t-BuOK (1M in THF, 2.26 mL, 2.26 mmol) at 0 C. dropwise to give a brown solution. The resulting solution was stirred for further 0.5 h at this temperature. 2,4-dichloro-5,6,7,8-tetrahydroquinazoline (299.1 mg, 1.13 mmol) in DMF (5 mL) was added dropwise to the above solution and the reaction was stirred overnight at room temperature. The reaction mixture was partitioned between ethyl acetate (30 mL) and water (40 mL), the organic layer was separated and the aqueous layer was extracted with ethyl acetate (2¡Á30 mL). The combined organic layers were washed with brine (80 mL) and the organic layer was separated, dried over Na2SO4, filtered and concentrated under reduced pressure. Purification by preparative HPLC afforded I-109 (87.4 mg, 29.2%) as a yellow solid. 1H NMR (400 MHz, DMSO-d6): delta 9.34 (d, J=9.2 Hz, 1H), 8.71 (s, 1H), 8.18-8.11 (m, 2H), 7.83 (d, J=9.2 Hz, 1H), 7.58 (d, J=9.2 Hz, 1H), 7.10-7.20 (m, 1H), 3.70 (s, 2H), 3.60-3.50 (m, 1H), 3.52-3.36 (m, 6H), 2.63-2.60 (m, 2H), 2.29 (s, 3H), 1.17 (d, J=7.8 Hz, 3H), 1.06 (t, J=7.8 Hz, 3H). MS m/z (M+H): 527.0.

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, 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Celgene Avilomics Research, Inc.; Alexander, Matthew David; Chuaqui, Claudio; Malona, John; McDonald, Joseph John; Ni, Yike; Niu, Deqiang; Petter, Russell C.; Singh, Juswinder; (164 pag.)US2016/75720; (2016); A1;,
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Related Products of 3228-99-7, 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. 3228-99-7, name is Pentaerythrityl Tetrachloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In the ovenDriedNitrogen gas in a stainless steel high pressure reactor with a capacity of 75 millilitersUnder0.4 g (0.16 mmol)And tributylphosphine immobilized on chloropropyl silsesukuoxen15 g (0.13 mol) of chloroform and 52.8 g(0.39 mol) of trichlorosilane was added. Seal the reactorAfter reacting at 150 for 2 hours, the reactant was distilled under reduced pressure.18.9 g (yield 51.3%) of bis (trichlorosilyl) methane was obtained

The synthetic route of Pentaerythrityl Tetrachloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JSI Silicone Co., Ltd.; Jeong Il-nam; Kim Eun-seong; Kim Seong-min; Kim Yeong-min; (13 pag.)KR2020/15644; (2020); A;,
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Adding a certain compound to certain chemical reactions, such as: 172921-33-4, name is 1-Bromo-4-chloro-2,5-difluorobenzene, belongs to chlorides-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 172921-33-4, Recommanded Product: 1-Bromo-4-chloro-2,5-difluorobenzene

1-Bromo-4-chloro-2,5-difluorobenzene (1.11 g, 4.9 mmol) was dissolved in tetrahydrofuran (THF; 15 mL) and cooled to -10¡ã C. A 2.0M solution of isopropyl-magnesium chloride (2.7 mL, 5.4 mmol) in THF was added dropwise via syringe. The reaction mixture was stirred at -10¡ã C. for 1 h, allowed to warm toward 0¡ã C. for 1 h, then cooled again to -10¡ã C. A solution of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.0 g, 5.4 mmol) in THF (1.0 mL) was then added dropwise and the reaction mixture was allowed to warm to ambient temperature. The reaction mixture was then added to diethyl ether and extracted with 1N sodium hydroxide twice. The aqueous phases were combined, acidified to pH 3 with concentrated HCl, and extracted with dichloromethane twice. The organic phases were combined, dried, filtered and concentrated to give the title compound (0.97 g, 72.3percent yield) that was used without further purification: 1H NMR (CDCl3) delta 7.45 (dd, 1H), 7.09 dd, 1H), 1.36 (s, 12H).

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; Dow AgroSciences LLC; US2009/88322; (2009); A1;,
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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. 38762-41-3, name is 4-Bromo-2-chloroaniline, A new synthetic method of this compound is introduced below., COA of Formula: C6H5BrClN

Synthesis of 2-chloro-4-(4,4, 5,5-tetramethyl- 1,3 ,2-dioxaborolan-2-yl)aniline (22):A mixture of 4-bromo-2-chloroaniline (5 g, 24.4 mmol), 4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?- bi(1,3,2-dioxaborolane) (6.8 g, 26.8 mmol), Pd(dppf)C12 (1.8 g, 2.4 mmol) and KOAc (4.8 g, 48.8 mmol) in dioxane (80 mL) was degassed and heated at 100C for 6 h. After cooling down to room temperature, the reaction mixture was filtered. The filtrate was concentrated under reduced pressure and purified by silica gel chromatography (0-25% EtOAc/petroleum ether) to give 4.7 g of 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 22 as yellow solid (63% yield). LCMS: m/z 254.1 [M+H], , tR= 2.02 min

The synthetic route of 38762-41-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; BALOGLU, Erkan; SHACHAM, Sharon; SENAPEDIS, William; (153 pag.)WO2017/31213; (2017); A1;,
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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. 51572-93-1, name is O-(2,4-Dichlorobenzyl)hydroxylamine hydrochloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H8Cl3NO

General procedure: To a solution of 3ae3e (1 mmol) in anhydrous ethanol (10 mL),corresponding O-benzylhydroxylamine hydrochloride (1 mmol)and NaOAc (1.2 mmol) were added and the resulting solution wasstirred at the room temperate for 3 h. The mixture was concentratedand taken in ethyl acetate (20 mL), washed with water(20 mL), saturated sodium chloride solution (20 mL) and dried oversodium sulfate. The resulting solution was concentrated and thepurification of the residue by recrystallization from ethanol yieldedthe desired compounds 4a-4t

The synthetic route of 51572-93-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lv, Xian-Hai; Li, Qing-Shan; Ren, Zi-Li; Chu, Ming-Jie; Sun, Jian; Zhang, Xin; Xing, Man; Zhu, Hai-Liang; Cao, Hai-Qun; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 586 – 593;,
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Adding a certain compound to certain chemical reactions, such as: 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, belongs to chlorides-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 1996-29-8, COA of Formula: C6H3BrClF

To a stirred solution of l-bromo-4-chloro-2-fluorobenzene (5 g, 23.87 mmol) in tetrahydrofuran (40 niL) cooled to -78 C was added LDA (14.92 niL, 29.8 mmol) dropwise. The reaction mixture was stirred at this temperature for 30 min. then allowed to warm to -20 C and stirred for 30 min. The reaction was then cooled to – 78 C and trimethyl borate (3.47 mL, 31.0 mmol) dissolved in THF (5 mL) was added dropwise. The reaction mixture was warmed to -20C and stirred for 1 h. The reaction mixture was then cooled to -78 C and peracetic acid (16 mL, 84 mmol) as slowly added dropwise. The mixture was allowed to warm to rt and stirred for 12 h. The reaction mixture was again cooled to 0 C and quenched with 5% ammonium chloride The solution was extracted with ethyl acetate (2×50 mL). The combined organic layers were washed with brine (50 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure to afford 3-bromo-6-chloro-2-fluorophenol (4.99 g, 18.25 mmol, 76 % crude yield) as ayellow oil. The material was carried forward without further purification.LC/MS (ESI) m/e 225.1 [(M+H)+, calcd for C6H4BrClFO 224.9]; LC/MS retention time (method E): tR = 0.87 min.

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; BRISTOL-MYERS SQUIBB COMPANY; VRUDHULA, Vivekananda, M.; PAN, Senliang; RAJAMANI, Ramkumar; NARA, Susheel, Jethanand; KARATHOLUVHU, Maheswaran, Sivasamban; MAISHAL, Tarun, Kumar; DITTA, Jonathan, L.; DZIERBA, Carolyn, Diane; BRONSON, Joanne, J.; MACOR, John, E.; WO2015/116060; (2015); A1;,
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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. 831-81-2, name is 4-Chlorodiphenylmethane belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 831-81-2

General procedure: In a 25 mL pressure tube, ZnBr2 (10 mol %) and a stirring bar were added. After the addition of diphenylmethane (1 mmol), trifluoroacetic acid (0.2 mL) and 1,4-dioxane (2 mL) by syringe, H2O2 (4 mmol; 30% aqueous) was added in one pot to the solution and the final solution was kept at 100 C for 16 h. Then hexadecane (100 mg) and ethyl acetate (3 mL) were injected, a part of solution was taken for GC and GC-MS analysis after properly mixed. All the products are commercially available.

The synthetic route of 831-81-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wu, Xiao-Feng; Tetrahedron Letters; vol. 53; 45; (2012); p. 6123 – 6126;,
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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 21711-56-8 as follows. Product Details of 21711-56-8

Under a nitrogen stream, a-1 (20.0 g, 66.85 mmol) synthesized in Preparation Example 1, A-2 (17.40 g, 66.85 mmol) synthesized in Preparation Example 2,Pd (OAc) 2 (1.50 g, 6.69 mmol),NaOtBu (16.06 g, 167.12 mmol) and P (t-Bu) 3 (2.70 g, 13.37 mmol) were placed in 400 ml of xylene and stirred at 150 degree For 24 hours. After completion of the reaction, the mixture was extracted with methylene chloride, concentrated under reduced pressure, and 30.9 g of b-1 was obtained by column chromatography.

According to the analysis of related databases, 21711-56-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOOSAN CORPORATION; Jo, Hung Sang; KIM, Chung Han; PARK, Ho Chul; LEE, CHANG JUN; SIN, JIN YONG; LEE, JAE HUN; Baek, Young Mi; (18 pag.)KR2015/103949; (2015); A;,
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Some common heterocyclic compound, 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, molecular formula is C6H3Cl3O2S, 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 2,6-Dichlorobenzenesulfonyl chloride

General procedure: Step 3. To the solution of crude product 7 (255 mg, 1 mmol) in dry pyridine (5 mL, Sinopharm), corresponding sulfonyl chloride (1.5 mmol, Energy Chemical, Shanghai, China) was added and the mixture was stirred at room temperature. Then it was added to 10% aqueous HCl (50 mL, Sinopharm) and the suspension was extracted with ethyl acetate (Sinopharm). The organic phase was washed with brine, dried over anhydrous Na2SO4 and filtered. The residue was purified by silica chromatography after removal of ethyl acetate to give compounds 9a-q.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6579-54-0, its application will become more common.

Reference:
Article; Huang, Ke; Jiang, Lulu; Li, Huiti; Ye, Deyong; Zhou, Lu; Molecules; vol. 24; 5; (2019);,
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