Tag: M.W=100-200

Related Products of 54730-35-7, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 54730-35-7, name is 3,5-Dichloro-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

Preparation 9; 5-bromo-l,3-dichloro-2-methylbenzene; Suspend 3, 5 -dichloro-4-methylaniline in 48% HBr (5 mL) and water (5 mL) and heat with a heat gun until the mixture is near the boiling point. Cool the slurry to room temperature and then cool to 00C with an ice/brine bath. Add dropwise a solution of sodium nitrite (109 mg, 1.58 mmol) in water (2 mL). After the addition is complete, stir the reaction an additional 15 min in the cold bath. Add a solution of CuBr (1.08 g, 7.53 mmol) in 48% HBr (2 mL) and heat the rapidly stirring reaction to 500C for 1 hour. Cool the reaction to room temperature, dilute with EtOAc and discard the aqueous layer. Wash the organic layer with water and brine, dry with MgSO4, filter through celite and concentrate to an orange residue. Purify the residue by silica gel chromatography eluting with hexanes to afford 164 mg (45%) of the product as a yellow solid.

The chemical industry reduces the impact on the environment during synthesis 3,5-Dichloro-4-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ELI LILLY AND COMPANY; WALLACE, Owen, Brendan; WO2007/127726; (2007); A2;,
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Electric Literature of 871-90-9,Some common heterocyclic compound, 871-90-9, name is 8-Chlorooct-1-ene, molecular formula is C8H15Cl, 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: In the glove box, add to the 8mL vial(R,R,R,R)-ANIPE-CuCl Compound 35 (3.4 mg, 4 mmol,2.0mol%),tBuONa (33.6 mg, 0.3 mmol, 1.5 equiv) and n-hexane (1.0 mL), and the reaction mixture was reacted at room temperature for 1 hour.B2dmpd2 (113 mg, 0.4 mmol, 2.0 equiv) was added, and the reaction mixture was further reacted at room temperature for 30 minutes.Add non-activated terminal olefin compound 36 (0.2 mmol) and MeOH (16 uL, 0.4 mmol, 2.0 equiv), the reaction mixture was reacted at room temperature for 24 hours.The mixture was filtered through Celite, diluted with ethyl acetate.The reaction solution was sparged and the silica gel was passed through a column to give a chiral alkyl boron compound 37a.The enantioselectivity of the chiral alkyl boride is determined by oxidation of H2O2/NaOH to give the chiral alcohol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Chlorooct-1-ene, its application will become more common.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Shi Shiliang; Cai Yuan; Yang Xintuo; Li Feng; (67 pag.)CN109776422; (2019); A;,
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Some common heterocyclic compound, 120758-03-4, name is 2-Chloro-3,5-dimethoxyaniline, molecular formula is C8H10ClNO2, 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. Formula: C8H10ClNO2

Step 4: Synthesis of Intermediate 5 [00522j Into a sealed vessel was added Intermediate 4 (1.50 g, 8.00 mmol) in DMA (5 mL, 53.3 mmol), followed by DIPEA (820 tl, 8.80 mmol). The reaction mixture was allowed to stir for 10 mm. at ambient temperature, and 2,4-dichloro-5-(iodomethyl)pyrimidine from Example 1 (2.31 g, 8.00 mmol) was added. The reaction mixture was allowed to stir at 60 C for 7.5 h, then 16 h at ambient temperature. The reaction mixture was concentrated and azeotroped several times with toluene. EtOAc was added and the organic layer washed with brine (3 x). The organic layers were dried with sodium sulfate, concentrated and purified by flash column chromatography (eluting with 5-25% EtOAc in heptane) to give 1.75 g of the title compound MS mlz: 348.2 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 120758-03-4, its application will become more common.

Reference:
Patent; CELGENE AVILOMICS RESEARCH, INC.; SANOFI; D’AGOSTINO, Laura Akullian; SJIN, Robert Tjin Tham; NIU, Deqiang; MCDONALD, Joseph John; ZHU, Zhendong; LIU, Haibo; MAZDIYASNI, Hormoz; PETTER, Russell C.; SINGH, Juswinder; BARRAGUE, Matthieu; GROSS, Alexandre; MUNSON, Mark; HARVEY, Darren; SCHOLTE, Andrew; MANIAR, Sachin; WO2014/144737; (2014); A1;,
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Electric Literature of 1303588-27-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1303588-27-3, name is 7-Chloro-1,2,3,4-tetrahydro-1,8-naphthyridine, This compound has unique chemical properties. The synthetic route is as follows.

The mixture of 7-chloro-l,2,3,4-tetrahydro-l,8-naphthyridine (110; 6.0 g, 35.7 mmol), Boc20 (15.6 g, 71.4 mmol) and 4-Dimethylaminopyridine (DM AP) (13.1 g, 107.1 mmol) in THF(200 mL) was stirred under reflux for overnight. TLC showed the reaction was complete and the mixture was poured into water. The organic layer was dried over anhydrous Na2S04, filtered and concentrated to give /er/-butyl 7-chloro-3,4-dihydro-l,8-naphthyridine-l(2H)-carboxylate (112; 8.74 g, 91%) as a white solid. MS (ESI) calcd for C13H17CIN2O2 (m/z) 268.74.

The chemical industry reduces the impact on the environment during synthesis 7-Chloro-1,2,3,4-tetrahydro-1,8-naphthyridine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; NG, Pui, Yee; BLUM, Charles; MCPHERSON, Lauren; PERNI, Robert, B.; VU, Chi, B.; AHMED, Mohammed, Mahmood; DISCH, Jeremy, S.; WO2011/59839; (2011); A1;,
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Electric Literature of 1017777-58-0, 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. 1017777-58-0, name is 2-Chloro-6-fluoro-3-methoxyaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-chloro-6-fluoro-3-methoxy-aniline (0.85 g, 4.84 mmol, 1.0 eq) in DCM (8 mL) at 0C was added BBr3 (6.06 g, 24.2 mmol, 5.0 eq). The mixture was stirred at room temperature under N2 overnight, then poured into ice-water. The pH of the solution was adjusted to pH 6 by addition of sat.NaHC03. The dichloro methane was removed under reduced pressure and the aqueous residue was extracted with EtOAc. The combined organic extracts were washed with brine, dried (Na2SC>4), filtered and evaporated in vacuo to give the title compound as a pale yellow solid (0.74 g, 95 %).LC-MS: m/z 162.0, 164.0 [M+H]1H NMR (400 MHz, DMSO-d6) delta 9.67 (s, 1H), 6.80 (dd, JJ= 8.9, 4.6 Hz, 1H), 5.20 (br s, 2H)

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-Chloro-6-fluoro-3-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FOVEA PHARMACEUTICALS; FEUTRILL, John; LERICHE, Caroline; MIDDLEMISS, David; WO2013/37705; (2013); A2;,
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1303588-27-3, name is 7-Chloro-1,2,3,4-tetrahydro-1,8-naphthyridine, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C8H9ClN2

Under a nitrogen atomosphere, 1 , 2, 3,4-tetrahydro- 1 ,8-naphthyridine (110; 1 .2g, 7. 12mmol) was dissolved in DME (40mL) along with , 3-(tri fluromethyl)-phenylboronic acid (2.03g, 1 0.68 mmol), Cs2C03 (4.64 g, 14.24 mmol) and Pd(dppf)Cl2 (297 mg, 0.356 mmol). The reaction mixture was stirred at 90 C overnight. The solid was filtrated. The filtration was then diluted with H2O and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2S04 and then concentrated in vacuo. The residue was purified by column chromatography to afford 7-(3-(trifluoromethyl)phenyl)- 1 ,2, 3 , 4-tetrahydro- 1 ,8-naphthyridine (111 ; 1.25g, 63%). MS (ESI) calcd for C sH nFs^ (m/z) 278.27.

The synthetic route of 1303588-27-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; NG, Pui, Yee; BLUM, Charles; MCPHERSON, Lauren; PERNI, Robert, B.; VU, Chi, B.; AHMED, Mohammed, Mahmood; DISCH, Jeremy, S.; WO2011/59839; (2011); 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. 120758-03-4, name is 2-Chloro-3,5-dimethoxyaniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Chloro-3,5-dimethoxyaniline

Step 4 14.4 g of potassium isocyanate were dissolved at 10ØC in 450 ml of’acetone. 14.2 ml of benzoylchloride were added dropwise carefully. The white suspension was refluxed 10 minutes and then cooled again to 10ØC. A solution of 28 g of 2-chloro-3,5-dimethoxyaniline in 300 m! of acetone was then added and the obtained mixture refluxed over 3 h. 700 ml of water with ice were added and the aqueous phase was extracted with 3×600 ml of ethyl acetate. The organic phase was then dried over magnesium sulfate and concentrated. The brown residue was dissolved in 100 ml ethanol and refluxed together with 35 ml of an aqueous solution of potassium hydroxide. After 1 hour, 500 ml of water were added. Ethanol was distilled under reduced pressure. The brown solution was neutralized with 300 ml of an ammonium chloride solution and the solid which precipitated was filtered, washed with water and dried. 35 g of (2-chloro-3,5-dimethoxy-phenyl)-thiourea were obtained as a brown powder, m.p. 159-162ØC

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; Boehringer Ingelheim Pharma GmbH & Co.KG; EP1333028; (2003); A1;,
Chloride – Wikipedia,
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Application of 69411-05-8, These common heterocyclic compound, 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, 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 13 1-(5-Chloro-3-trifluormethyl-anilino)-4-(4-pyridyl-methyl)-phthalazine A suspension of 27.9 g (109 mMol) of 1-chloro-4-(4-pyridyl-methyl)-phthalazine (Example 67A.1 in WO 98/35958) and 21.4 g (109 mMol) of 5-amino-3-chloro-benzotrifluoride (Example 5b) in 500 ml of ethanol and 27.4 ml of 4 N HCl/dioxane is stirred during 3 h a 80 C. After cooling down, the reaction mixture is diluted with 0.3 l of ether, filtrated, and washed with ether. The remaining solid is then taken up in water and EtOAc, brought to alkaline pH by means of NH3 solution, stirred for 15 min at room temperature and then filtered and washed with ether (?raw product). The water layer is removed from the filtrate and extracted twice with ethyl acetate. The organic layers are washed with water and brine, dried over Na2SO4 and evaporated. The residue is combined with the raw product mentioned above, and the solid is dissolved in ethyl acetate and methanol. About 100 g SiO2 are added, followed by evaporation, and the powder is applied onto a silica gel column and eluted with ethyl acetate and subsequently with a mixture of ethyl acetate and methanol (98:2?95:5, v/v). Solving the obtained fractions in ethyl acetate/methanol, partial evaporation and crystallization by addition of ether/hexane leads to the title compound: m.p. 231-232 C.; An. calc. (C21H14N4ClF3) C, 60.81%; H, 3.40%; N, 13.51%; Cl, 8.55%; F, 13.74%; An meas. C, 60.8%; H, 3.4%; N, 13.5%; Cl, 8.5%; F, 13.8%; 1H-NMR (DMSO-d6) 9.63 (s, HN), 8.60 (d, 1H), 8.56 (s, 1H), 8.44 (d, 2H), 8.39 (s, 1H), 8.16 (d, 1H), 8.03 (t, 1H), 7.97 (t, 1H), 7.43 (s, 1H), 7.32 (d, 2H), 4.63 (s, 2H); FAB-MS (M+H)+=415.

The synthetic route of 69411-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bold, Guido; Dawson King, Janet; Frei, Jorg; Heng, Richard; Manley, Paul William; Wietfeld, Bernhard; Wood, Jeanette Marjorie; US2003/13718; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 90390-33-3, name is 3-Chloro-5-fluorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H7ClFN

3-Chloro-5-fluorobenzylamine (97 mg, 0.61 mmol) and Et3N (0.24 ml, 1.8 mmol) followed by T3P (0.6 ml, 1.8 mmol) are added at 0 C. to a solution of 3-azido-2-oxo-1-phenylpyrrolidine-3-carboxylic acid (150 mg, 0.61 mmol) in 5 ml of dichloromethane. The reaction mixture is stirred at room temperature under nitrogen for 4 hours. When the reaction is complete, water is added, and the mixture is extracted to exhaustion with dichloromethane. The combined organic phases are subsequently washed with water and saturated sodium chloride solution and dried over sodium sulfate. After filtration and evaporation, the residue is purified by chromatography on silica gel, giving the product as colourless solid (150 mg, 63% yield); Thin-layer chromatogram: chloroform/methanol=9.5:0.5), Rf: 0.3 LC/MS: 388.1 (M+H at 1. 388 min); HPLC: Rt 5.12 min (HPLC purity 95.15%, 95.46%); 1H NMR (DMSO-d6, 400 MHz): delta [ppm] 9.13 (t, J=6.08 Hz, 1H), 7.70-7.68 (m, 2H), 7.43 (t, J=8.64 Hz, 2H), 7.32-7.29 (m, 1H), 7.24-7.20 (m, 2H), 7.09 (d, J=9.80 Hz, 1H), 4.42-4.34 (m, 2H), 3.95-3.89 (m, 2H), 2.61-2.58 (m, 1H), 2.28-2.22 (m, 1H).

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 90390-33-3.

Reference:
Patent; Merck Patent GmbH; Heinrich, Timo; Zenke, Frank; Calderini, Michel; Musil, Djordje; US2013/296274; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 450-96-4, name is 1-Chloro-2-(trifluoromethoxy)benzene, 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 450-96-4, Computed Properties of C7H4ClF3O

Step 1 : Synthesis of INT-41 INT-41 To a solution of 1 -chloro-2-(trifluoromethoxy)benzene (2.5 mmol) in THF (10 mL) is added 2.5 M n-buthyllithium in hexanes (1 .4 mmol) at -78 C. After 40 min, a solution of DMF (2.8 mmol) in THF (2.5 mL) is added and the mixture is stirred to room overnight. The reaction is quenched with water at 0 C, extracted with EtOAc (3 x 50 mL), the combined organic layers are dried over magnesium sulfate, filtered, and concentrated under reduced pressure. Purification by silica gel chromatography provides 2-chloro-3- (trifluoromethoxy)benzaldehyde (INT-41 ).

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-Chloro-2-(trifluoromethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RGENIX, INC.; MARTINEZ, Eduardo, J.; KAISER, Bernd; TAVAZOIE, Sohail, F.; KURTH, Isabel; GONSALVES, Foster, Casimir; DARST, David, M., Jr.; TAVAZOIE, Masoud, Fakhr; WO2015/106164; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics