Category: 72235-58-6

Adding a certain compound to certain chemical reactions, such as: 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, 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 72235-58-6, Product Details of 72235-58-6

Multicomponent reaction First, aldehyde 3 (646.6 mg, 3.6 mmol) and amine 11 (478.8 mg, 3 mmol) were condensed in 3 mL trimethylorthoformiate for 10 hours at room temperature. Then, the solvent was removed in vacuo and the residue was solved in 25 mL o-xylene. Afterwards, succinic anhydride 15 (850 mg, 4.5 mmol) was added and the mixture was heated to 150 C for 24 hours under Dean-Stark conditions. After cooled to room temperature, the solution was concentrated in vacuo. Purification on silica gel (ethyl acetate: methanol = 9:1 -> 1 :1) yielded MCR-product 16 as a diastereoisomeric mixture (33.9 mg, 2.11 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (4-Chloro-3-fluorophenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; PRIAXON AG; BURDACK, Christoph; KALINSKI, Cedric; ROSS, Guenther; WEBER, Lutz; KHAZAK, Vladimir; WO2010/28862; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, 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 72235-58-6, Computed Properties of C7H7ClFN

A mixture of Example 235G (40.0 mg, 0.112 mmol), HATU (1- [bis(dimethylamino)methylene]-lH-l ,2,3-triazolo[4,5-]pyridinium 3-oxid (1666) hexafluorophosphate) (51.0 mg, 0.134 mmol), (4-chloro-3-fluorophenyl)methanamine (0.015 mL, 0.123 mmol), and triethylamine (0.031 mL, 0.224 mmol) in N,N-dimethylformamide (DMF) (1.5 mL) was stirred for 3 hours. The reaction mixture was quenched with brine and extracted with ethyl acetate (2x). The combined organic layers were washed with brine, dried over MgSO/t, filtered, and concentrated. The residue was purified by HPLC performed on a Phenomenex Luna C18 column (250 x 30 mm, 10 mupiiota particle size) using a gradient of 20% to 100% acetonitrile:0.1 % aqueous trifluoroacetic acid over 26 minutes at a flow rate of 50 mL/minute to provide the title compound (49.6 mg, yield 89%). JH NMR (501 MHz, DMSO- ) delta ppm 8.29 (t, J = 6.3 Hz, 1H), 7.75 (s, 1H), 7.50 (dt, J = 15.1 , 8.5 Hz, 2H), 7.20 (dd, J = 10.4, 2.0 Hz, 1H), 7.11 – 6.99 (m, 2H), 6.82 (ddd, J = 9.0, 2.9, 1.1 Hz, 1H), 4.48 (s, 2H), 4.23 (d, J = 6.3 Hz, 2H), 4.03 (s, 2H), 2.13 – 1.95 (m, 4H), 1.95 – 1.77 (m, 4H); MS (ESI+) m/z 449.3 (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-Chloro-3-fluorophenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; MURAUSKI, Kathleen; (288 pag.)WO2019/90074; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 72235-58-6,Some common heterocyclic compound, 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, molecular formula is C7H7ClFN, 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 3: Intermediate 201 OB (50 mg, 0.16 mmol) is dissolved in DMF (2.0 ml_), then diisopropylethylamine (1 10 muIota_, 0.63 mmol, 4.0 eq) and 4-chloro-3-fluorobenzylamine ( Oakwood) (30 mg, 0.19 mmol, 1 .2 eq) are added followed by HATU (78 mg, 0.21 mmol, 1 .2 eq) and the reaction mixture is stirred at RT. Following completion of the reaction, the solution is filtered and purified by preparative HPLC to provide compound 2010 (tR: 1 .71 , (M+H)+: 459.2/461 .2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (4-Chloro-3-fluorophenyl)methanamine, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FADER, Lee; LEPAGE, Olivier; BAILEY, Murray; BEAULIEU, Pierre Louis; BILODEAU, Francois; CARSON, Rebekah; GIROUX, Andre; GODBOUT, Cedrickx; MOREAU, Benoit; NAUD, Julie; PARISIEN, Mathieu; POIRIER, Martin; POIRIER, Maude; SURPRENANT, Simon; THIBEAULT, Carl; WO2013/152063; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, A new synthetic method of this compound is introduced below., name: (4-Chloro-3-fluorophenyl)methanamine

4-{[(2,4-Dimethoxybenzyl)(l,3-thiazol-2-yl)amino]sulfonyl}-3-fluorobenzoic acid (Preparation 10, 75mg, 0.166mmol, leq), Et3N (36mg, 0.36mmol, 2.2eq), 2-(lH-benzotriazol- l-yl)-l,l,l,3,tetramethyluronium tetrafluoroborate (TBTU, 66mg, 0.206mmol, 1.24eq) and A- chloro-3-fluorobenzylamine (48mg, 0.301mmol, 1.81eq) were combined in THF (3ml) and the reaction mixture stirred at room temperature for 18 hours. The solvent was evaporated and the residue dissolved in DCM:TFA (2ml: 2ml), the reaction mixture was stirred at room temperature for 2 hours. Water (4ml) was added and the mixture was passed through a phase separation cartridge. The DCM was collected, washed with saturated sodium hydrogen carbonate, dried over sodium sulphate, filtered and evaporated in vacuo. The crude material was triturated with DCM then purified further by preparative HPLC to yield the title compound.[0358] LCMS Rt= 3.14-3.18 min. MS m/z 443 [MH]+

The synthetic route of 72235-58-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ICAGEN, INC.; PFIZER LIMITED; WO2008/118758; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, A new synthetic method of this compound is introduced below., COA of Formula: C7H7ClFN

General procedure: A mixture of 0.55mmol of 8-bromo-7-(2-bromoethyl)theophylline 7a or 8-bromo-7-(3-chloropropyl)theophylline 7b or 8-bromo-7-(4-bromobutyl)theophylline 7c, 1.1mmol of appropriate aromatic amine, 1,6 mmol of TEBA and 1.00ml of propanol was heated in closed vessels in microwave oven (300 Watt, Power Max Off, 160C, 10bar) for 1h. The solvent was removed and the residue was treated with ethanol. The products were purified by crystallization from ethanol or flash column chromatography over silica gel with CH2Cl2 : MeOH (100 : 0 to 80 : 20). The precipitate was filtered off and dried.

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:
Article; Za?uski, Micha?; Schabikowski, Jakub; Schlenk, Miriam; Olejarz-Maciej, Agnieszka; Kubas, Bart?omiej; Karcz, Tadeusz; Kuder, Kamil; Latacz, Gniewomir; Zygmunt, Ma?gorzata; Synak, David; Hinz, Sonja; Mueller, Christa E.; Kie?-Kononowicz, Katarzyna; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1195 – 1210;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 72235-58-6, 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. 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-chloro-3-fluorobenzylamine (225 muIota_, 1 .83 mmol) and pyridine (296 muIota_, 3.66 mmol) in dichloromethane (5 ml), ethyl 2-chloro-2-oxoacetate (215 1 .92 mmol) was added dropwise over an ice bath. The solution was removed from the ice bath after 10 minutes and left to warm to room temperature. The reaction mixture was diluted with ethyl acetate, washed with 0.2 N HCI (2x) and saturated NaHC03 (1 x), dried with MgS04, filtered and concentrated in vacuo to give 0.3878 g (82% yield) of ethyl 2-(4-chloro-3- fluorobenzylamino)-2-oxoacetate as a white solid. H NMR (CDCI3, 400 MHz) delta 7.45 (s, 1 H), 7.36 (t, J=7.96 Hz, 1 H), 7.09 (d, J=9.6 Hz, 1 H), 7.02 (d, J=8.3 Hz, 1 H), 4.48 (d, J=6.4 Hz, 2H), 4.35 (q, J=6.9 Hz, 2H), 1.38 (t, J=6.9 Hz, 3H). To a solution of ethyl 2-(4-chloro-3- fluorobenzylamino)-2-oxoacetate (1 19.7 mg, 0.461 mmol) in ethanol (6 ml), 50% hydrazine hydrate (57 muIota_) was added dropwise. The reaction was stirred overnight at room (0128) temperature. The product was filtered from the mixture and dried in vacuo, providing 59.0 mg of A/-(4-chloro-3-fluorobenzyl)-2-hydrazinyl-2-oxoacetamide as a white solid (52% yield). H NMR (DMSO-Qf6, 400 MHz) delta 10.02 (s, 1 H), 9.30 (t, J=6.4 Hz, 1 H), 7.49 (t, J=8.24 Hz, 1 H), 7.24 (dd, J=1 .8, 10.5 Hz, 1 H), 7.08 (dd, J=1.36, 8.24Hz, 1 H), 4.51 (s, 2H), 4.27 (d, J=6.4 Hz, 2H); 3C NMR (DMSO-af6, 100 MHz) delta 160.54, 158.74, 158.40, 156.29, 141 .29, 141 .23, 130.99, 125.08, 125.05, 1 18.36, 1 18.19, 1 16.31 , 1 16.10, 41 .86.

The synthetic route of (4-Chloro-3-fluorophenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; EASTERN MICHIGAN UNIVERSITY; LAWRENCE, Daniel, A.; EMAL, Cory; REINKE, Ashley; LI, Shih-hon; (40 pag.)WO2019/23526; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, 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 72235-58-6, Application In Synthesis of (4-Chloro-3-fluorophenyl)methanamine

A mixture of Example 477A (61.7 mg, 0.128 mmol), (4-chloro-3- fluorophenyl)methanamine (0.019 mL, 0.153 mmol), and triethylamine (0.021 mL, 0.153 mmol) in N,N-dimethylformamide (1.5 mL) was heated at 50 C for 3 hrs. After cooling, the reaction mixture was treated with brine and extracted with ethyl acetate (2x). The combined organic layers were dried over MgSO/t, filtered, and concentrated. The residue was purified by reverse- phase HPLC (see protocol in Example 112D) to provide the title compound (23.7 mg, 35%).JH NMR (400 MHz, DMSO-<) delta ppm 7.50 (dt, J = 14.5, 8.4 Hz, 2H), 7.26 - 7.15 (m, 2H), 7.11 - 7.00 (m, 2H), 6.83 (ddd, J = 8.9, 2.8, 1.1 Hz, 1H), 6.18 (t, J = 6.1 Hz, 1H), 5.74 (s, 1H), 5.02 (d, J = 4.4 Hz, 1H), 4.46 (s, 2H), 4.14 (d, J = 6.1 Hz, 2H), 4.01 (dt, J = 8.5, 3.8 Hz, 1H), 2.23 (ddd, J = 12.6, 9.4, 2.8 Hz, 1H), 2.12 - 1.98 (m, 1H), 1.95 - 1.63 (m, 8H); MS (ESI+) m/z 528.2 (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-Chloro-3-fluorophenyl)methanamine, other downstream synthetic routes, hurry up and to see. Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; BROWN, Brian, S.; MURAUSKI, Kathleen; (673 pag.)WO2019/90069; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 72235-58-6, 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 72235-58-6 as follows.

Example 7; 3- [5,6-Bis(methyloxy)-2-pyridinyll -N- [(4-chloro-3-fluorophenvDmethyll -2,4-dioxo-l ,2,3,4- tetrahvdrothieno[3,2-Patent; GLAXOSMITHKLINE LLC; SCHULZ, Mark, James; WANG, Younghui; GHERGUROVICH, Jonathan M.; WO2010/59555; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, 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. COA of Formula: C7H7ClFN

General procedure: To a solution of bis(carboxymethyl)trithiocarbonate (0.22 mmol) in DME (1.0 mL) were added TEA (0.22 mmol) andthe opportune amine (0.22 mmol). The reaction mixture was heated at 90C for 10 min undermicrowave irradiation. After this time, the aldehyde 6 (0.22 mmol) was added, and the mixturewas heated at 110C for 5 min under microwave irradiation. The reaction mixture was evaporatedto dryness and the residue was additioned with MeOH and a drop of HCl 2N; the finalrhodanine derivatives were obtained as a pure precipitate, isolated by filtration, washed withwater and hexane, and finally dried under high vacuum. (Z)-4-(5-((3-(4-fluorophenethyl)-4-oxo-2-thioxothiazolidin-5-ylidene)methyl)furan-2-yl)-2-hydroxybenzoic acid (9a). (yield: 30%); Yellow solid. Mp = 292C (decomposition),

The synthetic route of (4-Chloro-3-fluorophenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tintori, Cristina; Iovenitti, Giulia; Ceresola, Elisa Rita; Ferrarese, Roberto; Zamperini, Claudio; Brai, Annalaura; Poli, Giulio; Dreassi, Elena; Cagno, Valeria; Lembo, David; Canducci, Filippo; Botta, Maurizio; PLoS ONE; vol. 13; 6; (2018);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, 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 72235-58-6, HPLC of Formula: C7H7ClFN

Multicomponent reaction First, aldehyde 3 (646.6 mg, 3.6 mmol) and amine 11 (478.8 mg, 3 mmol) were condensed in 3 mL trimethylorthoformiate for 10 hours at room temperature. Then, the solvent was removed in vacuo and the residue was solved in 25 mL o-xylene. Afterwards, succinic anhydride 15 (850 mg, 4.5 mmol) was added and the mixture was heated to 150 C for 24 hours under Dean-Stark conditions. After cooled to room temperature, the solution was concentrated in vacuo. Purification on silica gel (ethyl acetate: methanol = 9:1 -> 1 :1) yielded MCR-product 16 as a diastereoisomeric mixture (33.9 mg, 2.11 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (4-Chloro-3-fluorophenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; PRIAXON AG; BURDACK, Christoph; KALINSKI, Cedric; ROSS, Guenther; WEBER, Lutz; KHAZAK, Vladimir; WO2010/28862; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics