Tag: M.W=100-200

These common heterocyclic compound, 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, 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. SDS of cas: 1647-23-0

Example 42 9-(3,3-Dimethylbutyl)-7-methoxy-l,2,3,9-tetrahydro-4H-carbazol-4-one; 7-methoxy-l,2,3,9-tetrahydro-4H-carbazol-4-one from Example 41 Step B in 1 mL anhydrous DMF were added 27.2 mg l-bromo-3,3-dimethylbutane and 53.8 mg cesium carbonate. The reaction mixture was heated at 45C for 1 hour and at 35C for 3 days. After cooling to room temperature, the reaction mixture was diluted with 1: 1 dioxane and water and purified on RP-EtaPLC using 60-100% MeCN gradient in water with 0.1% TFA. The title compound was obtained as a colorless solid following lyophilization. LC-MS: 3.66 min. (m/Z = 300.2, 322.1).

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

Reference:
Patent; MERCK & CO., INC.; WO2006/44232; (2006); A1;,
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Reference of 348-57-2,Some common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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 stirred solution of l-bromo-2,4-difluorobenzene (0.9 mL, 8.01 mmol) in diethyl ether (50 mL) was added dropwise n-BuLi (5 mL , 8.01 mmol; 1.6 M solution) at -78 C under an inert atmosphere. After being stirred for 40 min at -78 ¡ãC, a solution of T (2.1 g, 8.01 mmol) in diethyl ether (50 mL) was added dropwise to the reaction mixture at -78 ¡ãC. Stirring was continued for another 20 min. After completion of the reaction (by TLC), the reaction mixture was quenched with saturated NH4C1 solution and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to obtain the crude product. The crude material was purified by silica gel column chromatography (eluent: 15-55percent EtOAc/hexanes) to afford ketone U (2.15 g, 6.24 mmol, 77.9percent). 1H NMR (200 MHz, CDCI3): delta 8.61 (d, J= 1.6 Hz, 1H), 7.96 (dd, J= 8.0, 1.6 Hz, 1H), 7.67-7.62 (m, 1H), 7.48 (d, J= 8.0 Hz, 1H), 6.98-6.67 (m, 2H), 1.98 (d, J F,H = 24.0 Hz, 3H). MS (ESI): m/z 343.9 [M+l] +.

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-2,4-difluorobenzene, its application will become more common.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, William J.; SCHOTZINGER, Robert J.; RAFFERTY, Stephen W.; WO2013/109998; (2013); A1;,
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Application of 556-96-7, These common heterocyclic compound, 556-96-7, name is 1-Bromo-3,5-dimethylbenzene, 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.

General procedure: Under a dry nitrogen atmosphere, a mixture of aryl bromide(1.0 mmol), K4Fe(CN)6 (0.22 mmol), base (1.0 mmol) and Pd(0)-EGCG-CF (2.0 mol%) in DMF (5 mL) was stirred at 130 C for 8 h (Table 2). After completion (as monitoredby TLC), H2O was added and the organic layer was extracted with EtOAc, washed with brine, dried over MgSO4, filtered and evaporated under reduced pressure. The residue was purified by column chromatography. All of the desired product(s) were characterized by comparison of their physical data with those of known compounds [4,5c,7]. The formation of aryl nitriles was confirmed by IR spectra, which showed one characteristic peak for the CN stretching band between 2225-2360 cm-1.

The synthetic route of 556-96-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bahari, Siavash; Letters in Organic Chemistry; vol. 10; 7; (2013); p. 523 – 526;,
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Synthetic Route of 7051-34-5, These common heterocyclic compound, 7051-34-5, name is (Bromomethyl)cyclopropane, 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.

Step 5; An ice water bath cooled solution of L-cysteine in IN sodium hydroxide (740 ml) and dioxane (740 ml) was treated with bromomethylcyclopropane (50 g, 370 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 16 h. Dioxane was removed under reduced pressure and the resulting aqueous solution was adjusted to pH 6 with 6N HCl and placed in a refrigerator for 20 h. The product was collected by vacuum filtration, washed with hexanes and lyophilized to give 2(i?)-amino-3-cycloprorhoylmethylsulfanylpropionic acid (57.28 g) EPO as a white solid.

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

Reference:
Patent; AXYS PHARMACEUTICALS, INC.; WO2006/60494; (2006); A1;,
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Related Products of 39478-78-9, A common heterocyclic compound, 39478-78-9, name is 5-Bromo-2-methylaniline, molecular formula is C7H8BrN, 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.

Step A: N-(5-Bromo-2-methylphenyl)-2,2,2-trifluoroacetamide To a solution of 5-bromo-2-methylaniline (10 g, 54 mmol) in DCM (500 mL) was added TEA (11 mL, 81 mmol) and TFAA (9 mL, 65 mmol). After 1 h, the reaction was diluted with water. The organic phase was washed two times with water, dried over MgSO4 and concentrated to give the desired product (15 g, 99%) as a pale yellow solid. 1H NMR (400 MHz, d6-DMSO) delta 11.02 (s, 1H), 7.49 (d, J=2.0 Hz, 1H), 7.43 (dd, J=8.0 and 2.0 Hz, 1H), 7.26 (d, J=8.0 Hz, 1H), 2.13 (s, 3H) ppm.

The synthetic route of 39478-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Uehling, David Edward; Hubbard, Robert Dale; Waterson, Alex Gregory; Petrov, Kimberly; Bifulco, JR., Neil; Wilson, Joseph Wendell; Badiang, Jennifer Gabriel; Cheung, Mui; Yamabe, Mariko; US2009/149456; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 630-17-1, name is 1-Bromo-2,2-dimethylpropane, 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 630-17-1, name: 1-Bromo-2,2-dimethylpropane

General procedure: In the presence of tetrabutylammoniumiodide (738 mg, 2.0 mmol), 12 (800 mg,3.71 mmol) was alkylated with neopentyl bromide (2.4 mL,19 mmol) at 50 C in DMF to give 1-O-benzyl-2-O-neopentyl-3,4-O-isopropylidene-D-erythritol (14g, 409 mg, 40%) as colorless oil,[a]D23 +15.0 (c 1.05, CHCl3). IR (neat): 1477, 1454, 1369, 1253,1215, 1084, 1061, 1030 cm1. 1H NMR (500 MHz, CDCl3) d: 0.90[9H, s, OCH2C(CH3)3], 1.35/1.41 [each 3H, s, C(CH3)2], 3.13/3.35[each 1H, d, J = 8.3, OCH2C(CH3)3], 3.46 (1H, ddd, J = 6.3, 4.9, 3.2,H-2), 3.55 (1H, dd, J = 10.6, 4.9, H-1a), 3.68 (1H, dd, J = 10.6, 3.2,H-1b), 3.95 (1H, dd, J = 8.3, 6.3, H-4a), 4.05 (1H, dd, J = 8.3, 6.3, H-4b), 4.16 (1H, ddd, J = 6.3, 6.3, 6.3, H-3), 4.56 (2H, s, OCH2Ph),7.25-7.36 (5H, m, arom.). 13C NMR (125 MHz, CDCl3) d: 25.4/26.7[C(CH3)2], 26.7 [OCH2C(CH3)3], 32.2 [OCH2C(CH3)3], 66.7 (C-4),70.0 (C-1), 73.4 (OCH2Ph), 75.6 (C-3), 79.9 (C-2), 81.5 [OCH2C(CH3)3], 108.9 [C(CH3)2], 127.5/128.3 (d, arom.), 138.4 (s, arom.).LRMS (FAB, pos.) m/z: 345 [M+Na]+. HRMS (FAB, pos.): calcd forC19H30O4Na 345.2042, found 345.2052.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2,2-dimethylpropane, and friends who are interested can also refer to it.

Reference:
Article; Tanabe, Genzoh; Xie, Weijia; Balakishan, Gorre; Amer, Mumen F.A.; Tsutsui, Nozomi; Takemura, Haruka; Nakamura, Shinya; Akaki, Junji; Ninomiya, Kiyofumi; Morikawa, Toshio; Nakanishi, Isao; Muraoka, Osamu; Bioorganic and Medicinal Chemistry; vol. 24; 16; (2016); p. 3705 – 3715;,
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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. 615-36-1, name is 2-Bromoaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 615-36-1

General procedure: The 25 mL RB flask was charged with arylboronic acid (1 mmol), N-nucleophile (2 mmol), Ni(OAc)2*4H2O/1a (10 mol % of Ni(II) salt and 20 mol % of 1a), TMG (2 mmol), and toluene (1 ml). The reaction mixture was stirred at 60 C for 24 h. After completion of the reaction, the reaction mixture was cooled to room temperature, diluted with ethyl acetate (20 mL), and washed with brine water. The combined organic phase was dried over anhydrous Na2SO4. After removal of the solvent, the residue was subjected to column chromatography on silica gel using hexane to afford the Chan-Lam product in high purity.

The synthetic route of 615-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Keesara, Srinivas; Tetrahedron Letters; vol. 56; 48; (2015); p. 6685 – 6688;,
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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. 58534-95-5, name is 3-Bromo-2-fluoroaniline, A new synthetic method of this compound is introduced below., Quality Control of 3-Bromo-2-fluoroaniline

To a solution of 3-bromo-2-fluoroaniline (20.0 g, 105 mmol) in HC1 (12.0 M, 100 mL, 11.4 eq) was added a solution of NaN02 (10.9 g, 158 mmol, 1.50 eq) in water (20.0 mL) drop-wise at 0 C. The mixture was stirred at 0 C for 1 h. SnCl2.2H20 (71.3 g, 316 mmol, 3.00 eq) in H20 (40.0 mL) was added to the mixture at 0C. The mixture was stirred for 12 h at 20 C. The reaction mixture was filtered. The filter cake was washed with EtOAc (20.0 mL) and triturated with EtOAc (30.0 mL). The filter cake was dried to afford (3-bromo-2-fluorophenyl)hydrazine hydrochloride. LC-MS: mz 205.1 [M+H]+

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; LAMA, Lodoe; TUSCHL, Thomas; TOMITA, Daisuke; PATEL, Dinshaw; GLICKMAN, J. Fraser; KAMEI, Taku; MILLER, Michael; ASANO, Yasutomi; OKAMOTO, Rei; HASHIZUME, Shogo; AIDA, Jumpei; IMAEDA, Toshihiro; MICHINO, Mayako; KUROITA, Takanobu; (107 pag.)WO2019/153002; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1647-26-3, name is 1-Bromo-2-cyclohexylethane, 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 1647-26-3, COA of Formula: C8H15Br

3-Cyclohexylpropyl phenyl sulfone A solution of 2.5M nBuLi in hexanes (1.9 mL, 4.7 mmol) was added to a solution of diisopropylamine (660 muL, 4.7 mmol) in THF (9.0 mL) at ambient temperature. After 10 min, the mixture was cooled to -78 C. and methyl phenyl sulfone (700 mg, 4.5 mmol) was added to the reaction vessel. The cold bath was removed and after stirring for 30 min, 1-bromo-2-cyclohexylethane (1.3 g, 6.7 mmol) was added to the reaction mixture. The mixture was allowed to warm to ambient temperature and stir for 18 hours. A solution of 2N HCl was added to the reaction mixture followed by extraction with EtOAc (2*). The organic phases were combined, dried (MgSO4) and concentrated. The residue was chromatographed (silica gel; EtOAc/hexanes, 1:8) to afford a clear oil (620 mg, 52%). 1H NMR (CDCl3, MHz) delta 0.75-0.91 (m, 2H), 1.07-1.26 (m, 6H), 1.58-1.76 (m, 7H), 3.06 (t, J=8 Hz, 2H), 7.55-7.70 (m, 3H), 7.92 (m, 2H); MS (CI/NH3) m/z: (M+NH4)+ 284.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-cyclohexylethane, and friends who are interested can also refer to it.

Reference:
Patent; University of Pittsburgh; US6221865; (2001); B1;,
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Adding a certain compound to certain chemical reactions, such as: 7073-94-1, name is 1-Bromo-2-isopropylbenzene, 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 7073-94-1, Product Details of 7073-94-1

General procedure: In the oven dried flask 1-Boc-piperazine (3 g, 16.12 mmol), Pd2(dba)3 (0.25 g, 0.27 mmol), BINAP (0.34 g, 0.08 mmol), sodium tert-butoxide (1.62 g, 18.82 mmol) were solubilized in toluene (8mL) in inert atmosphere. After 10 min a solution of 2-bromo-1,1?-biphenyl (1.14 ml, 6.72 mmol) in toluene (2 mL) was added and the reaction was heated up to 100 C and stirred overnight. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate and filtered through the pad of celite. The solution was then concentrated under reduced pressure. Product was purified using column chromatography on silica gel with AcOEt/petroleum ether = 1/9 (v/v) as eluting system. To give 1.5 g (70%) of tert-butyl 4-([1,1′-biphenyl]-2-yl)piperazine-1-carboxylate which was then subjected to the Boc deprotection reaction according to protocol described above to yield 1.13 g (100%) of 1-([1,1′-biphenyl]-2-yl)piperazine as a free base.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-isopropylbenzene, and friends who are interested can also refer to it.

Reference:
Article; Canale, Vittorio; Kurczab, Rafaa; Partyka, Anna; SataAa, Grzegorz; Witek, Jagna; Jastrzaebska-Wiaesek, Magdalena; Pawaowski, Maciej; Bojarski, Andrzej J.; WesoAowska, Anna; Zajdel, Pawea; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 202 – 211;,
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