Tag: M.W=100-200

Some common heterocyclic compound, 55289-36-6, name is 3-Bromo-2-methylaniline, molecular formula is C7H8BrN, 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. Computed Properties of C7H8BrN

A mixture of 1-bromo-2-methyl-3-aminobenzene 25.0 g, triphosgene 60.0 g and toluene 400 mL was stirred withheating under ref lux for three hours. The reaction mixtures after standing to cool were concentrated under reduced pressure to give l-bromo-3-isocyanato-2- methylbenzene 30.3 g.?H NMR (CDC13) : 2.42(3H, 5), 7.00(1H, dt, J=0.5, 8.0Hz), 7.05(1H, dd, J=1.7, 8.0Hz), 7.39(1H,dd, 1.5, 7.7Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 55289-36-6, its application will become more common.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; YOSHIMOTO, Yuya; TAKAHASHI, Teruki; OOHIRA, Daisuke; AZUMA, Shuhei; WO2013/162077; (2013); A1;,
Bromide – Wikipedia,
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Electric Literature of 57951-72-1, A common heterocyclic compound, 57951-72-1, name is 1-Bromo-2-cyclopropylethyne, molecular formula is C5H5Br, 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.

(0186) Lithium chloride (4.24 g) and 3 zinc powder (9.15 g) were dried under reduced pressure, and 4 tetrahydrofuran (THF) (100 mL), 5 1,2-dibromoethane (0.433 mL) and 6 trimethylchlorosilane (0.127 mL) were added thereto at room temperature. To the mixture was added dropwise a solution of 7 methyl (R)-3-iodo-2-methylpropionate (22.8 q) in THF (30 mL), and the mixture was stirred at 40 C. for 1.5 hr to prepare an organozinc reagent. In another reaction container were added 8 lithium chloride (7.63 g), 9 copper(I) cyanide (8.06 g) and THF (90 mL), and the mixture was stirred for 1 hr. The mixture was cooled to -10 C., and the aforementioned organo zinc reagent was added dropwise thereto. The reaction mixture was stirred at -10 C. for 10 min, cooled to -78 C., and a solution of 10 2-(bromoethynyl)cyclopropane (14.5 g) in THF (50 mL) was added dropwise. The mixture was stirred at the same temperature for 15 hr and poured into an aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, and the insoluble material was filtered off and washed with ethyl acetate. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (diethyl ether_hexane=1:30-1:5) to give the 11 title compound (9.93 g). Yield: 66%. (0187) 1H NMR (400 MHz, CDCl3) delta 3.69 (s, 3H), 2.59 (dq, J=6.8, 7.2 Hz, 1H), 2.46 (ddd, J=2.0, 6.0, 16.4 Hz, 1H), 2.29 (ddd, J=2.0, 7.8, 16.4 Hz, 1H), 1.23 (d, J=7.2 Hz, 3H), 1.22 (m, 1H), 0.71 (m, 2H), 0.60 (m, 2H). R

The synthetic route of 57951-72-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGC INC.; NIPPON ZOKI PHARMACEUTICAL CO., LTD.; YASUDA, Arata; MATSUMURA, Yasushi; SAWADA, Kazuyoshi; NANBA, Hiroyoshi; TAGUCHI, Kazuki; US2019/135743; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 460-00-4, name is 1-Bromo-4-fluorobenzene, molecular formula is C6H4BrF, 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-4-fluorobenzene

The reaction of 1-bromo-4-fluorobenzene(0.175 g, 1.0 mmol), aniline (0.093 g, 1.0 mmol), copper powder (0.0064 g, 0.1mmol), MI (0.036 g, 0.2 mmol), Cs2CO3 (0.720 g, 2.2 mmol), TBAHS (0.068 g, 0.2mmol) produced 0.148 g (79%) of 4-fluoro-N-phenylaniline as a brown oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 460-00-4, its application will become more common.

Reference:
Article; Zhou, Qifan; Du, Fangyu; Chen, Yuanguang; Fu, Yang; Chen, Guoliang; Tetrahedron Letters; vol. 60; 29; (2019); p. 1938 – 1941;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 348-57-2, name is 1-Bromo-2,4-difluorobenzene, 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 348-57-2, HPLC of Formula: C6H3BrF2

Step 1: Combine 2,4-difluorobromobenzene (6.00 g, 31 mmol) with AlCl3 (10.4 g, 34.3 mmol) and heat to 60° C. Add dropwise acetyl chloride (3.66 g, 47 mmol). Heat at 95° C. 1.5 h, cool to 0° C., and add ice-water, then conc. HCl (15 ml). Extract with ether, dry (MgSO4), concentrate and chromatograph on silica to obtain the ketone as a brown oil.

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; Neustadt, Bernard R.; Boyle, Craig D.; Chackalamannil, Samuel; Harris, Joel M.; Lankin, Claire M.; Liu, Hong; Shah, Unmesh; Stamford, Andrew; US2007/66620; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 452-63-1,Some common heterocyclic compound, 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, molecular formula is C7H6BrF, 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 mixture of 2-bromo-5fluorotoluene (3.5 g, 18.5 mmol) and CuCN (2 g, 22 mmol) in DMF (100 mL) was refluxed for 24 hours. The reaction was diluted with water and extracted with hexane. The organics were dried over MgSO4 and the solvent removed to give product 31 (yield 60%). 1H-NMR (400 MHz, CDCl3): delta 7.60 (dd, J=5.6, 8.8 Hz, 1H), 6.93-7.06 (m, 2H), 2.55 (s, 3H).

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-4-fluoro-2-methylbenzene, its application will become more common.

Reference:
Patent; Takeda San Diego, Inc.; EP1586571; (2005); A1;,
Bromide – Wikipedia,
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Reference of 399-94-0, 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. 399-94-0, name is 1-Bromo-2,5-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparation A; (R)-2-(2,5-difluorophenyl)pyrrolidine; Step A: Preparation of (RVtert-butyl 2-(2.5-difluorophenyl)pyrrolidine-l- carboxylate.; A solution of tert-butyl pyrrolidine- 1-carboxylate (20 g, 116.8 mmol) and (-)- sparteine (32.9, 140 mmol) in MTBE (360 mL) was cooled to -78 0C and sec-BuU (100 mL, 140 mmol, 1.4 M in cyclohexane) was introduced drop-wise via cannula, keeping the internal temperature under -70 0C. The resulting solution was stirred for 3 hours at -78 0C, followed by addition of a solution of ZnCl2 (93.4 mL, 93.4 mmol, IM in Et2O) drop-wise with rapid stirring, keeping the internal temperature below -65 0C. The resulting light suspension was stirred at -78 0C for 30 minutes and then warmed to ambient temperature. The resulting mixture was sequentially charged with 2-bromo-l,4-difluorobenzene (14.5 mL, 128 mmol), Pd(OAc)2 (1.31 g, 5.8 mmol) and J-Bu3P-HBF4 (2.03 g, 7.0 mmol) in one portion. After stirring overnight at ambient temperature, concentrated NH4OH (10.5 mL) was added and the reaction was stirred for 1 hour. The resulting slurry was filtered through Celite and the filter cake washed with Et2O (1 L). The filtrate was washed with a IM aqueous HCl solution (0.5 L) and brine. The organic layer was filtered and concentrated, and the crude product was purified by silica column chromatography, eluting with 5-10% EtOAc/hexanes to give product (R)-tert-butyl 2-(2, 5 -difluorophenyl)pyrrolidine- 1-carboxylate as yellow oil (23.9 g, 72% 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, 1-Bromo-2,5-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; ANDREWS, Steven S.; CONDROSKI, Kevin Ronald; HAAS, Julia; HUANG, Lily; JIANG, Yutong; KERCHER, Timothy; SEO, Jeongbeob; WO2011/6074; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 18087-73-5, name is 3-Bromoimidazo[1,2-b]pyridazine, 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 18087-73-5, HPLC of Formula: C6H4BrN3

To a 30 ml tube was added 3-ethynyl-4-methyl-N- [4- (4-methylpiperazin-1-ylmethyl) -3-trifluoromethylPhenyl] benzamide (126 mg, 0.3 mm & lt; 1 & gt;), 3 & lt; / RTI & gt; bromomethine [1,2_b] U daxazine (59 mg, 0.3 mmo 1), Pd (PPh3)(1 mg, 0.015 mmol), CuI (6 mg, 0.03 mmol), PCy3 (8 mg, 0.015 mmol), Cs2C0 (99 mg, 0.3 mmol)DMFlOml, replaced with argon for 5 minutes and then stirred at 80 C for 8 hours. With ethyl acetate (15 ml x 4), saturated with NaClSolution (30 ml). The organic layers were combined and dried over anhydrous Na2S04. The organic solution was concentrated under reduced pressure and the residue was passed throughThe title compound was obtained in a yield of 79%.

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; NANJING SANHOME PHARMACEUTICAL CO., LTD.; WANG, YONG; ZHAO, LIWEN; CHEN, HONGYAN; ZHANG, DI; XU, XIN; ZHANG, CANG; ZHANG, HONGXING; (9 pag.)CN103664951; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 55289-36-6,Some common heterocyclic compound, 55289-36-6, name is 3-Bromo-2-methylaniline, molecular formula is C7H8BrN, 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.

Tetrakis(triphenylphosphine)palladium(0) (Aldrich, catNo.216666: 300 mg, 0.3 mmol) was added to a mixture of 3-bromo-2-methylaniline (Aldrich, catNo.530018: 1000 mg, 5 mmol), phenylboronic acid (Aldrich, catNo.P20009: 600 mg, 5 mmol), 1,4-dioxane (20 mL, 200 mmol) and water (3 mL, 200 mmol), and the mixture was allowed to stir at 100 C. overnight. After concentration, the residue was dissolved in DCM and washed with brine. The organic layer was dried and concentrated to afford desired product as a brown solid, which was used in the next step without further purification. LC-MS calculated for C13H14N (M+H)+: m/z=184.1; found 184.1.

The synthetic route of 55289-36-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Incyte Corporation; Yu, Zhiyong; Wu, Liangxing; Yao, Wenqing; (44 pag.)US2018/16260; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 7051-34-5, A common heterocyclic compound, 7051-34-5, name is (Bromomethyl)cyclopropane, molecular formula is C4H7Br, 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.

N-N(Bromomethyl)cyclopropane (0.95 mg, 6.70 mmol, 0.70 mL, 95 %) was added to a mixture of4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 H-pyrazole (1 .00 g, 5.15 mmol) and caesium carbonate (3.49 mg, 10.72 mmol) in dry N,N-dimethylformamide (20 mL) at 0O. After stirring for 30 mm the ice-water bath was removed. The reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate (150 mL) and washed with brine (3×100 mL). The organic layer was dried with sodium sulfate and concentrated in vacuo to afforded 1.30 g (4.38 mmol, 85% of theory) of the title compound. GO-MS (Method L9): R1 = 4.35 mm; mlz = 247 M1 H NMR (300 MHz, Ohloroform-d, Method M2) 6 7.81 (s, 1 H), 7.79 (s, 1 H), 3.99 (d, J = 7.1 Hz,2H), 1.32 (s, 12H), 1.27 (m, 1 H), 0.71 – 0.58 (m, 2H), 0.41 – 0.33 (m, 2H).

The synthetic route of 7051-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER ANIMAL HEALTH GMBH; KOeHLER, Adeline; WELZ, Claudia; BOeRNGEN, Kirsten; KULKE, Daniel; ILG, Thomas; KOeBBERLING, Johannes; HUeBSCH, Walter; SCHWARZ, Hans-Georg; GOeRGENS, Ulrich; EBBINGHAUS-KINTSCHER, Ulrich; HINK, Maike; NENNSTIEL, Dirk; RAMING, Klaus; ADAMCZEWSKI, Martin; BOeHM, Claudia; (269 pag.)WO2017/178416; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 348-57-2, name is 1-Bromo-2,4-difluorobenzene, 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 348-57-2, Product Details of 348-57-2

Combine 2,4-dibromofluorobenzene (6.00 g, 31 mmol) and AlCl3 (10.4 g, 34.3 mmol) and heat to 60° C. Add dropwise acetyl chloride (3.66 g, 47 mmol). Heat at 95° C. 1.5 h, cool to 0° C., and add ice-water, then conc. HCl (15 ml). Extract with ether, dry (MgSO4), concentrate and chromatograph on silica to obtain the ketone as a brown oil.

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; Schering Corporation; US2005/239795; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary