Bromides-buliding-blocks

55289-36-6, These common heterocyclic compound, 55289-36-6, name is 3-Bromo-2-methylaniline, 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.

Reference Example 19; 4-Bromo-2-trifluoromethyl-lJH-indoIe; A solution of 2-methyl-3-bromo-aniline (6.05 g, 37 mmol) in pyridine (8 mL) and DCM (150 mL) was cooled to 0 C and treated drop-wise with trifluoroacetic anhydride (11.5 mL, 81.4 mmol). The reaction mixture was stirred at RT for 2 h, then quenched with an aqueous solution of ammonium chloride. The organic layer was dried over MgSO4, and evaporated to dryness to give N-(3-bromo-2-methyl-phenyl)-2,2,2-trifluoro-acetamide as an off-white solid, which was used without further purification (10 g).NMR deltaH (400 MHz, CDCl3) 2.38 (s, 3H), 7.14 (apparent t, J = 8.0, IH), 7.53 (d, J = 8.0, IH),7.66 (d, J = 8.0, IH) and 7.75 (bs, IH).

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 55289-36-6.

Reference:
Patent; PIRAMED LIMITED; THE INSTITUTE OF CANCER RESEARCH; WO2008/125835; (2008); A1;,
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699-03-6, 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. 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of (S)-2-{(4-morpholin-4-yl-benzyl)-[3-(6-trifluoromethyl-pyridin-3-yl)-acryloyl]- amino}-3-phenyl-propionic acid (4.00 g, 7.41 mmol), TBTU (4.76 g, 14.83 mmol), and cat. DMAP in dry DCM (45 ml.) was added DIPEA (3.8 ml_, 22.24 mmol). The resulting mixture was stirred at rt for 10 min and then (4-bromo-benzyl)-methyl-amine (1.48 g, 7.41 mmol) was added. The reaction mixture was stirred at rt overnight under nitrogen atmosphere, then concentrated in vacuo. The resulting residue was taken up in EA. The organic layer was washed with water (5x) and brine, dried (MgSO4), filtered and concentrated under reduced pressure. FC (n-heptane/EA 5:5) afforded the N-{1-[(4-bromo-benzyl)-methyl- carbamoyl]-2-phenyl-ethyl}-N-(4-morpholin-4-yl-benzyl)-3-(6-trifluoromethyl-pyridin-3-yl)- acrylamide as a yellow foam (2.38 g, 44%).LC-MS (analytic A, Zorbax SB-AQ column, acidic conditions): tR = 1.16 min; [M+H]+ = 722.76

The synthetic route of 1-(4-Bromophenyl)-N-methylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; AISSAOUI, Hamed; BOSS, Christoph; CORMINBOEUF, Olivier; FRANTZ, Marie-Celine; GRISOSTOMI, Corinna; WO2010/58353; (2010); 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. 583-70-0, name is 2,4-Dimethylbromobenzene, A new synthetic method of this compound is introduced below., 583-70-0

To a solution of magnesium (1.17 g, 48.0 mmol) and lithium chloride (2.20 g, 60.0 mmol) in THF (40 ml) at room temperature was added 1 -bromo-2,4-dimethylbenzene (5.4 mE, 40.0 mmol) and the reaction was heated gently to reflux with a heat gun. The reaction was cooled to room temperature over 1 hr. The reaction was then cooled to 0 C., and Fe(acac)3 (0.71 g, 2.00 mmol) dissolved inS mE of THF was added. After 5 minutes, allyl chloride (4.23 mE, 52.0mmol) was added and the reaction was stirred at 0 C. for 30 mm. The mixture was warmed to room temperature over 1 hr and was heated at 70 C. overnight. The reaction was cooled to 0 C. and quenched by the addition of a saturated NaHCO3 solution (50 mE). The mixture was extracted with hexane (3×40 mE), the combined organic phases were washed with brine (50 mE), dried over Na2 SO4 and carefully concentrated (25 C., 250 mbar). The residue was purified by Isco chromatography (100% hexane as the eluent) to provide i-allyl-2,4-dimethylbenzene (2.75 g, 15.04 mmol, 38% yield) as a colorless oil. ?H NMR (400 MHz, CDC13) oe 7.11-6.87 (m, 3H), 5.93 (ddt, J=i6.6, 10.1, 6.4 Hz, iH), 5.19-4.85 (m, 2H), 3.33 (dd, J=6.4, 1.5 Hz, 2H), 2.29 (s, 3H),2.25 (s, 3H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Dow AgroSciences LLC; Loy, Brian A.; Rigoli, Jared W.; Sam, Brannon; Meyer, Kevin G.; Yao, Chenglin; (32 pag.)US2018/186743; (2018); A1;,
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1435-51-4, 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. 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, A new synthetic method of this compound is introduced below.

1,3-dibromo-5-fluorobenzene (10.0 g, 39.0 mmol) in tetrahydrofuran (10 mL) was added dropwise to a stirred solution of isopropylmagnesium chloride (1.3M in tetrahydrofuran, 36.0 mL, 46.0 mmol) in tetrahydrofuran (100 mL) at 0 C, and the reaction mixture was then stirred at room temperature for 3 hours. The reaction mixture was cooled to 0 C and N,N-dimethylformamide (9.63 mL, 11.7 mmol) was added dropwise to the reaction mixture and stirred at room temperature for 1 hour. The reaction mixture was poured into ice water and extracted with ethyl acetate. The organic layer was washed with water followed by brine, dried (Na2SO4), filtered, concentrated to afford the title compound as light brown gum (6.0 gm, 75%). The crude material was used for next reaction without purification.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Cortendo AB; Blass, B. E.; Abou-Gharbia, M. A.; Childers, W. E.; Iyer, P.; Boruwa, J.; (143 pag.)CN105722823; (2016); A;,
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39478-78-9,Some common heterocyclic compound, 39478-78-9, name is 5-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.

To a solution 5-bromo-2-methyl aniline (6.38 g, 36.74 mmol) in EtOH (30 ml) was added acetonyl acetone (5.0 ml, 42.62 mmol) and one drop of conc. aqueous HCl. The mixture was heated at reflux for 18 h and then cooled. Solvent was evaporated to dryness under reduced pressure and the residue was partitioned between water and EtOAc. The organic layer was separated and washed with water and brine dried over MgSO4, filtered and concentrated to dryness under reduced pressure. Purification of the residue by flash chromatography (hex:EtOAc/8:2) gave 5.8 g of 1-(5-bromo-2-methyl-phenyl)-2,5-dimethyl-1H-pyrrole (60%) as a clear oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2-methylaniline, its application will become more common.

Reference:
Patent; Brotherton-Pleiss, Christine E.; Caroon, Joan Marie; Lopez-Tapia, Francisco Javier; Walker, Keith Adrian Murray; US2011/28502; (2011); A1;,
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52997-43-0, Adding some certain compound to certain chemical reactions, such as: 52997-43-0, name is 7-(Bromomethyl)pentadecane, 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 52997-43-0.

General procedure: General procedure for the synthesis of a1-a6: To a solution of indoline-2,3-diones (10 mmol) in DMF (40 mL) was added K2CO3(15 mmol, 2.073 g) and 7-(bromomethyl)pentadecane (11 mmol,3.358 g) under nitrogen. The mixture was stirred at 70 C and monitoredby TLC. After the reaction completed, water was added, andextracted with EtOAc. The organic layer was combined and dried withMgSO4. After evaporation of the solvent, the residue was purified bycolumn chromatograph (eluent: Petroleum/EtOAc=20:1) to give thetarget compound. 1-(2-Hexyldecyl)indoline-2,3-dione (a1) Orange oil, 3.46 g, 93%.FT-IR (KBr) nu=1743 and 1612 cm-1 (C]O). 1H NMR (400 MHz,CDCl3) delta 7.60-7.55 (m, 2H), 7.10 (dd, J1=7.2 Hz, J2=7.6 Hz, 1H),6.86 (d, J=8.0 Hz, 1H), 3.59 (d, J=7.2 Hz, 2H), 1.86-1.81 (m, 1H),1.34-1.23 (m, 24H), 0.88-0.83 (m, 6H); 13C NMR (100 MHz, CDCl3) delta183.28, 158.19, 151.21, 138.20, 124.90, 123.32, 117.29, 110.30,44.42, 35.78, 31.64, 31.54, 31.27, 29.73, 29.40, 29.29, 29.06, 26.12,26.09, 22.44, 22.41, 13.88, 13.84. ESI-MS(100%, negative) m/z=371.2 (M-).

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 52997-43-0.

Reference:
Article; Hu, Qian; Jiang, Hua; Cui, Zhihua; Chen, Weiguo; Dyes and Pigments; vol. 173; (2020);,
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1435-53-6, A common compound: 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Example 195N-(4-(3-methyl-lH-1,2,4-triazol-1-yl)phenyl)-4-(2-(methylsulfonyl)-5- morpholinophenyl)pyrimidin-2-aminePart I: 4-(3-bromo-4-(methylsulfonyl)phenyl)morpholine[0353] A mixture of 2,4-dibromo-1-fluorobenzene (1.0 g, 4.0 mmol), NaSMe (0.33 g, 4.8 mmol), triethylamine (0.52 rnL, 4.0 mmol) and dimethylacetamide (3 mL) in a sealed tube was heated up to 100C for 12 hr. The reaction mixture was cooled, diluted with EtOAc and washed with brine. The organic layer was separated, dried (MgSO4) and concentrated to give a crude residue which was purified by chromatography on silica gel (EtOAc/hexanes) to afford (2,4-dibromophenyl)(methyl)sulfane.[0354] 4-(3-bromo-4-(methylsulfonyl)phenyl)morpholine was obtained by following procedure O utilizing morpholine and 2,4-dibromo-1-(methylsulfonyl)benzene which was prepared from (2,4-dibromophenyl) (methyl) sulfane following the protocol as described forExample 43.

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-Dibromo-1-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; WO2009/32861; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, 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 955959-84-9, 955959-84-9

6.3 g (15.4 mmol) of N-phenyl-3,3-bicarbazole, 5.0 g (15.4 mmol) of 4-(4-bromophenyl)dibenzo[b,d]furan, 3.0 g (30.7 mmol) of sodium t-butoxide, 0.9 g (1.5 mmol) of tris(dibenzylideneacetone)dipalladium, and 1.2 mL of tri t-butylphosphine (50% in toluene) were mixed with 100 mL of xylene in a 250 mL round flask, and the mixture was heated and refluxed under a nitrogen flow for 15 hours. The obtained mixture was added to 300 mL of methanol, and a solid crystallized therein was filtered, dissolved in dichlorobenzene, filtered with silica gel/Celite, and after removing an appropriate amount of an organic solvent, recrystallized with methanol to obtain Compound B-78 (7.3 g, a yield of 73%). (0183) calcd. C48H30N2O: C, 88.59; H, 4.65; N, 4.30; O, 2.46. found: C, 88.56; H, 4.62; N, 4.20; 0, 2.43.

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, 4-(4-Bromophenyl)dibenzo[b,d]furan, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAMSUNG SDI CO., LTD.; JUNG, Ho Kuk; LUI, Jinhyun; KIM, Dong-Yeong; JANG, Kipo; HUH, Dal-Ho; YU, Eun Sun; JUNG, Sung-Hyun; (75 pag.)US2019/280211; (2019); A1;,
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51437-00-4, Adding a certain compound to certain chemical reactions, such as: 51437-00-4, name is 4-Bromo-1-fluoro-2-methylbenzene, 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 51437-00-4.

To an oven dried three neck flask was added Mg turnings (355 mg, 14.6 mg-at.) catalytic amount of iodine, and 20 mL THF. To the resulting mixture was added dropwise 4-bromo-1-fluoro-2-methyl-benzene (1.0 g, 0.005 mol) with heating to 62 C. After completing the addition of the aryl bromide, the mixture was stirred for an additional 30 min at 62 C. The THF solution of the prepared aryl magnesium bromide was cooled to -70 C. and succinic anhydride (1.0 g, 0.01 mmol) added as a solution in 10 mL THF. The mixture was vigorously stirred with warming to rt over 3 h and then hydrolyzed by the addition of 30 mL of 1M HCl. The resulting mixture was extracted with ethyl acetate (2¡Á20 mL). The combined organic layers were extracted with 5% aqueous K2CO3 (3¡Á10 mL) and the combined aqueous layers acidified with 1M HCl to pH3. A milky colloidal suspension was extracted with ethyl acetate (3¡Á30 mL) and the combined organic layers washed with brine (2¡Á20 mL). The solvent was evaporated under reduced pressure and the crude product used directly in the next step without further purification.LC/MS: tR=6.0 min. MS (API-ES) m/z 211 (M+H+).

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, 4-Bromo-1-fluoro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PanThera Biopharma, LLC; US2010/286125; (2010); A1;,
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A common compound: 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 67567-26-4

To a solution of 4-bromo-2,6-difluoroaniline (10 g, 48 mmol) in DCM (15mL) was added ethyl 3-chloro-3-oxopropanoate (6.8 mL, 53 mmol) and DIEA (9.2 mL,53 mmol) and the reaction mixture stirred for 1 h. The reaction mixture was partitioned between H20 and DCM and the layers separated. The DCM portion was washed with satd. NH4C1 and H20 then dried (Na2SO4) and filtered. The filtrate was concentrated under reduced pressure to give Compound 90a(10 g, 65% yield). LCMS = 1.60 mmusing analytical method (Q), 321.9 (M+H). 1HNMR(500MHz, CDC13) oe 8.89 (br. s.,1H), 7.20 – 7.15 (m, 2H), 4.29 (q, J=7.2 Hz, 2H), 3.54 (s, 2H), 1.36 – 1.31 (m, 3H).

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, 4-Bromo-2,6-difluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JOHNSON, James A.; JIANG, Ji; KIM, Soong-Hoon; PI, Zulan; QIAO, Jennifer X.; TORA, George O.; WANG, Tammy C.; FINLAY, Heather; WO2014/11513; (2014); A1;,
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