Tag: M.W=100-200

These common heterocyclic compound, 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, 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. Product Details of 82830-49-7

EXAMPLE FIFTY-SEVEN: Synthesis of Ligand 23 (Figure 17); In a round-bottomed flask nBuLi (10 mmol, 4 rnL of a 2.5 M solution in hexanes) was added drop-wise to a solution of 1 ,4-dimethoxyfluorobenzene (10 mmol, 1.56 g) in THF (120 mL) at -78 0C. The mixture was stirred at -78 0C for a further 30 min, generating solution A. nBuLi (20 mmol, 8 mL of a 2.5 M solution in hexanes) was added drop-wise to a solution of 1-methylindole (20 mmol, 2.62 g, 2.50 mL) in THF (30 mL) at 0 0C. After 2 h at this temperature the mixture was cooled to -78 0C and magnesium bromide (20 mmol, 3.68 g) added and this mixture stirred until the solid dissolved. This solution was then added via cannula to solution A and the mixture maintained at -78 0C for 1 h. The solution was then allowed to warm to room temperature overnight. The solution was then cooled to 0 0C and a solution of iodine (12 mmol, 3.5 g) in THF added via cannula. The mixture was allowed to warm to room temperature and sodium sulfite (saturated aq. solution) added. The mixture was extracted with EtOAc, the organic layer washed (water, then brine), dried and the solvent removed under reduced pressure. The residue was purified in 2 batches by column chromatography on a Biotage SP4 (hexane-EtOAc, 98:2 – 80:20) to give the iodide.

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

Reference:
Patent; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; WO2009/76622; (2009); A2;,
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These common heterocyclic compound, 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, 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. Computed Properties of C5H11BrO2

EXAMPLE 10 (+-)CIS AND (+-)-TRANS-1-[[2-(BROMOMETHYL)-4-(2,4-DICHLOROPHENYL)-2-METHYL-1,3-DIOXOLAN-4-YL]METHYL]-1H-IMIDAZOLE To a well stirred suspension of 2-(2,4-dichlorophenyl)-3-(1H-imidazol-1-yl)-1,2-propanediol (3.4 g), in toluene (500 mL) and n-butanol (4 mL), add successively with p-toluenesulfonic acid monohydrate (2.47 g) and 2,2-dimethoxybromopropane (3.2 g). Heat the mixture gently at reflux for 36 hr. Treat the reaction mixture in a manner described in Example 7 to give a mixture of the title compounds. Chromatograph on silica gel to provide the title compound, cis-isomer (less polar) m.p. 145-147 C., and trans-isomer (more polar) m.p. 128-130 C.

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

Reference:
Patent; Schering Corporation; US4788190; (1988); A;,
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Related Products of 2930-05-4, These common heterocyclic compound, 2930-05-4, name is 2-((Benzyloxy)methyl)oxirane, 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: IL/DFNS NPs (5mg) and epoxide derivatives (1mmol) werecharged into the reactor vessel without using any co-solvent. The reactor vessel was placed under a constant pressure ofcarbon dioxide and then heated to 70C for 2h. Then thereactor was cooled to ambient temperature, and the resultingmixture was transferred to a 50mL round bottom flask.Upon completion, the progress of the reaction was monitoredby TLC when the reaction was completed, EtOH wasadded to the reaction mixture and the KCC-1/IL/HPW NPswas separated by filteration. Then the solvent was removedfrom solution under reduced pressure and the resulting productpurifed by recrystallization using n-hexane/ethyl acetate.

Statistics shows that 2-((Benzyloxy)methyl)oxirane is playing an increasingly important role. we look forward to future research findings about 2930-05-4.

Reference:
Article; Zhang, Pu; Zhiani, Rahele; Catalysis Letters; vol. 150; 8; (2020); p. 2254 – 2266;,
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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 6346-09-4 as follows. Product Details of 6346-09-4

General procedure: The reaction mixture containing 0.5 g (1.8 mmol) of 4-(dibromomethyl)benzenecarbaldehyde (7), 0.11 g (0.0018 mmol) of isopropylamine (12) and 0.2 g of molecular sieves 3 A in 10 mL of dry benzene was thermostated at room temperature for 24 h. N-Isopropyl-4-(dibromomethyl)benzenecarbimine (14) (0.44 g, 77%) in the form of yellow oil was obtained by filtration through the molecular sieves followed by the removal of the solvent in vacuo provided by water jetpump.

According to the analysis of related databases, 6346-09-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gazizov; Ivanova, S. Yu.; Karimova; Bagauva; Gazizova; Karimova; Russian Chemical Bulletin; vol. 65; 1; (2016); p. 191 – 194; Izv. Akad. Nauk, Ser. Khim.; 1; (2016); p. 191 – 194,4;,
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Synthetic Route of 2752-17-2,Some common heterocyclic compound, 2752-17-2, name is 2,2′-Oxydiethanamine, molecular formula is C4H12N2O, 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 for the preparation of compounds 10-15 (B) (0016) The appropriate diamines were added to compound 1a and Na2CO3 (2eq.) with stirring in DMF (5mL). The mixture was stirred overnight at room temperature. After completion, as judged by TLC, the solvent was evaporated under reduced pressure. The mixture was resolved in EtOAc and washed twice with water and brine. The organic layer was dried over Na2SO4, then filtered and concentrated. The crude product was purified by column chromatography (CH2Cl2/MeOH, 25/1 v/v) to give the target compound as a white solid.

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

Reference:
Article; Yu, Fei; Peng, Yiyun; Wang, Qi; Shi, Yongying; Si, Longlong; Wang, Han; Zheng, Yongxiang; Lee, Emily; Xiao, Sulong; Yu, Maorong; Li, Yingbo; Zhang, Chuanling; Tang, Hengli; Wang, Chunguang; Zhang, Lihe; Zhou, Demin; European Journal of Medicinal Chemistry; vol. 77; (2014); p. 258 – 268;,
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Reference of 20781-20-8,Some common heterocyclic compound, 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, molecular formula is C9H13NO2, 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 1: N-(2-((tert-Butyldimethylsilyloxy)methyl)- l-methyl-6,7,8,9-tetrahydrocyclohepta[f]indol-5( lH)-ylidene)- 1 -(2,4-dimethoxyphenyl)methanamine To solution of 2-((tert-butyldimethylsilyloxy)methyl)-l-methyl-6,7,8,9-tetrahydrocyclohepta[f]indol-5(lH)-one (Intermediate 4, 7.458 g, 20.86 mmol) in CH2C12(65 mL) was added 2,4-dimethoxybenzylamine (3.30 mL, 21.97 mmol) and NEt3(7.80 mL, 55.96 mmol). The mixture was cooled to 0 C before TiCl4solution (1M CH2C12, 13.60 mL, 13.60 mmol) was added dropwise via syringe pump over 30 min. The reaction was allowed to warm to room temperature and stirred overnight. The mixture was diluted with CH2C12(150 mL) and then quenched with NaHC03(aq. satd., 50 mL). Upon vigorous shaking, the organic phase was separated with a PTFE phase separator and then dried over Na2S04. Removal of the solvent afforded the product (10.6 g, quant.) as yellow oil which was taken directly into next step without purification.

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

Reference:
Patent; PTC THERAPEUTICS, INC.; GERASYUTO, Aleksey, Igorevich; ARNOLD, Michael, A.; CHEN, Guangming; KARP, Gary, Mitchell; QI, Hongyan; TURPOFF, Anthony, A.; WANG, Jiashi; WOLL, Matthew, G.; ZHANG, Nanjing; ZHANG, Xiaoyan; BRANSTROM, Arthur, A.; NARASIMHAN, Jana; DUMBLE, Melissa, L.; HEDRICK, Jean; WEETALL, Marla, L.; (229 pag.)WO2016/25932; (2016); A1;,
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Application of 1978-39-8, 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 1978-39-8 as follows.

Example 1 (3) obtained in 2 – [[5-phenyl-4-(lH-pyrrol-1-yl)-4H-1,2,4-triazol-3-yl] thio] acetic acid (90 mg, 0.3mmol),1-hydroxybenzotriazole (40mg, 0.3mmol),1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (60 mg, 0.3 mmol)Of N, N-dimethylformamide (2 ml)Was added triethylamine (0.09ml, 0.6mmol)When the 5-fluoro-2-methoxy aniline (0.04ml, 0.36mmol)Was stirred for 16 hours at room temperature added.The reaction solution was extracted by adding aqueous sodium bicarbonate solution and ethyl acetate, and extracted twice further the aqueous layer with ethyl acetate. After acidification with 1N hydrochloric acid was added to the organic layer, extracted, extracted twice further the aqueous layer with ethyl acetate. The organic layer was washed with saturated brine, and dried with anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, the residue was purified by column (hexane: ethyl acetate = 1: 3-1: 5) to give to N-(5-fluoro-2-methoxyphenyl) -2 – [[5-phenyl to give-4- (lH-pyrrol-1-yl) -4H-1,2,4- triazol-3-yl] thio] acetamide (20mg, 16%) as a pale brown solid.

According to the analysis of related databases, 1978-39-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chiba Prefecture; Nakagawara, Akira; Hoshino, Tadatsugu; Nakamura, Yoko; (15 pag.)JP2015/117182; (2015); A;,
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Synthetic Route of 102503-23-1,Some common heterocyclic compound, 102503-23-1, name is 1-(2,4-Dimethoxyphenyl)-N-methylmethanamine, molecular formula is C10H15NO2, 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: N-(2,4-dimethoxybenzyl)-N-methyl-3-phenylprop-2-yn-1-amine (5a). CuI (20 mg, 0.10 mmol) was added to a solution of phenylacetylene(510.6 mg, 5.0 mmol), HCHO (36% aq., 2 mL),N-methyl(2,4-dimethoxybenzyl)amine (1.09 g, 6.0 mmol) in DMSO (10.0mL). The resulting yellow green solution was stirred at room temperatureovernight and then diluted with H2O (10 mL), extracted with Et2O (15 mL x 3). The combined extractswas washed with H2O (2 x), brine (2 x) respectively, dried over Na2SO4, filtered, concentrated. Theresultant yellow oil was purified through flash column chromatography (silica gel, EtOAc/Hex = 1:6 to1:3) to give the product (5a, 1.14 g, 96%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(2,4-Dimethoxyphenyl)-N-methylmethanamine, its application will become more common.

Reference:
Article; Yang, Miao; Odelberg, Shannon J.; Tong, Zongzhong; Li, Dean Y.; Looper, Ryan E.; Tetrahedron; vol. 69; 27-28; (2013); p. 5744 – 5750;,
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Adding a certain compound to certain chemical reactions, such as: 113421-98-0, name is 4-Fluoro-3-(trifluoromethoxy)aniline, belongs to ethers-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 113421-98-0, COA of Formula: C7H5F4NO

4-fluoro-3-(trifluoromethoxy)aniline (99i mg, 5.08 mmol) dissolved in toluene (iO mL) wasadded to 4-chlorosulfonyl-i-methyl-pyrrole-2-carbonyl chloride (i.23 g, 5.079 mmo) in toluene (65 mL) at reflux and refluxed 2 hours. The reaction mixture was filtered while still hot and concentrated yielding crude 5- [[4-fluoro-3 -(trifluoromethoxy)phenyl] carbamoyl] – i-methylpyrrole-3-sulfonyl chloride as a beige powder which was used as such.?H NMR (400 MHz, acetonitrile-d3) oe ppm 3.97 (s, 3 H), 7.27 – 7.35 (m, i H), 7.38 (d, J2.0 Hz, i H), 7.57 (ddd,J9.0, 4.0, 2.6 Hz, i H), 7.73 (d, Ji.5 Hz, i H), 7.87 – 7.94 (m, i H), 8.79 (br. s., i H).

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; JANSSEN R&D IRELAND; VANDYCK, Koen; HACHE, Geerwin, Yvonne, Paul; LAST, Stefaan, Julien; MC GOWAN, David, Craig; ROMBOUTS, Geert; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2014/184350; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 19500-02-8, name is 3-Methoxy-2-methylaniline, belongs to ethers-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 19500-02-8, Safety of 3-Methoxy-2-methylaniline

[00188] lambda/-fe/t-Butyloxycarbonyl-2-methyl-3-methoxyaniline (3) [04-035-12].; A stirred solution of amine 2 (42.58 g, 0.31 mol) and di-fe/Y-butyl dicarbonate (65.48 g, 0.30 mol) in THF (300 mL) was heated to maintain reflux for 4 h. After cooling to RT, the reaction mixture was concentrated under reduced pressure and the residue was dissolved in EtOAc (500 mL). a iota . , , saturated aqueous NaHCO3 (200 mL), brine (200 mL) and dried over MgSO4. After filtration and removal of the solvent from the filtrate, the residue (red oil, 73.6 g) was dissolved in hexanes (500 mL) and filtered through a pad of Silica Gel (for TLC). The filtrate was evaporated under reduced pressure to provide /V-Boc aniline 3 as a yellow solid. Yield: 68.1 g (96percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Methoxy-2-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; ILYPSA, INC.; WO2007/56280; (2007); A1;,
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