Tag: M.W=100-200

Some common heterocyclic compound, 106-39-8, name is 1-Bromo-4-chlorobenzene, molecular formula is C6H4BrCl, 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 C6H4BrCl

General procedure: A 10 mL vial was charged with CuI (9.5 mg, 0.05 mmol), PSAP (30 mg,0.05 mmol, > 100 mesh), K3PO4 (424 mg, 2 mmol), aryl bromides (1mmol), amines (1.5 mmol), DEG (2 mL), and a magnetic stir bar. The vessel was sealed with a septum and placed into a preheated oil batchat 70 C. The reaction mixture was held at this temperature for 14 hours. After cooling to r.t., the reaction mixture was filtered, and the precipitates were thoroughly washed with water and EtOAc (3 ¡Á 20mL). The combined organic phases were washed with water and brine, dried over anhydrous Na2SO4, and concentrated in vacuo. Theresidue was purified using flash column chromatography on silica gel(eluting with petroleum ether/EtOAc) to afford the desired products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 106-39-8, its application will become more common.

Reference:
Article; Yi, Zhou; Huang, Manna; Wan, Yiqian; Zhu, Xinhai; Synthesis; vol. 50; 19; (2018); p. 3911 – 3920;,
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. 452-66-4, name is 4-Chloro-1-fluoro-2-methylbenzene, A new synthetic method of this compound is introduced below., Formula: C7H6ClF

EXAMPLE 9 N-[(5-Chloro-2-fluorophenyl)methyl]-N-methyl-3-hydroxy-3-phenylpropylamine A mixture of 5-chloro-2-fluorotoluene (2.9 g; prepared by a modified Schiemann reaction on 4-chloro-2-methylaniline), NBS (3.6 g) benzoyl peroxide (100 mg) and carbon tetrachloride (25 ml) was refluxed 2h. The mixture was cooled, filtered and the solvent removed. Distillation gave 5-chloro-2-fluorobenzyl bromide (3 g), b.p. 104/15 mm.

The synthetic route of 452-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; John Wyeth & Brother Limited; US4318909; (1982); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 13726-14-2,Some common heterocyclic compound, 13726-14-2, name is 4-Chloro-3-methoxyaniline, molecular formula is C7H8ClNO, 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: Procedure B: A mixture of substituted 2,4-dichloropyrimidine (1.0 equiv.), and substituted aniline (1.0-1.05 equiv.), and DIPEA (1.2 equiv.) in isopropanol (0.1 M) was stirred and heated at reflux. The reaction time, work-up, and product isolation procedure are described below.

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-methoxyaniline, its application will become more common.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; (257 pag.)WO2016/22460; (2016); 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. 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, A new synthetic method of this compound is introduced below., Application In Synthesis of 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine

Step 15) 2-chloro-N-(5-methyl-lH-pyrazol-3-yl)pyrrolor2.1-/iri.2.41triazin-4-amine [0344] To a solution of 2,4-dichloropyrrolo[2, l- ][l,2,4]triazine (999.5 mg, 5.3 mmol) and 5- methyl-lH-pyrazol-3-amine (516.3 mg, 5.3 mmol) in EtOH (20 mL) was added Et3N (1.08 g, 10.7 mmol). After addition, the reaction mixture was stirred at rt overnight and concentrated in vacuo. The residue was beated with a mixture of H20 and EtOH (5/1 (v/v), 12 mL) at rt for 0.5 h and filtered. The filter cake was washed with PE (20 mL x 3) to give the title compound as a pale yellow solid (1.25 g, 94.7%). MS (ESI, pos. ion) m/z: 249.1 [M+H]+; ‘H NMR (600 MHz, DMSO-Jd): delta (ppm) 12.33 (s, 1H), 11.01 (s, 1H), 7.74 (s, 1H), 7.34 (s, 1H), 6.70 (s, 1H), 6.54 (s, 1H), 2.27 (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; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD; XI, Ning; LI, Minxiong; HU, Haiyang; DAI, Weilong; LI, Xiaobo; WANG, Tingjin; WU, Yanjun; (136 pag.)WO2016/190847; (2016); 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. 39885-50-2, name is 2-Chloro-4-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Chloro-4-(trifluoromethyl)aniline

A mixture of 2-chloro-7- ( 1-ethylpropyl) -4-methoxy-l- methyl-ltf-benzimidazole (200 mg, 0.750 mmol) and 2-chloro- 4-trifluoromethylaniline (450 mg, 2.25 mmol) in l-methyl-2- pyrrolidone (0.5 mL) was stirred at 12O0C for 96 h under nitrogen atmosphere. The mixture was diluted with aqueous saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by flash chromatography on silica gel with a 5-30percent ethyl acetate/n- hexane gradient mixture. The filtrate was concentrated in vacuo to give the solid, which was recrystallized from methanol to afford the title compound as colorless crystals(103 mg, 32percent) . mp 170-1710C.1H NMR (CDCl3) delta 0.85 t, J = 7.5 Hz, 6H), 1.60-1.85 (m, 4H), 3.15-3.20 (m, IH) 3.88 (s, 3H), 4.00 (s, 3H), 6.71 (d, J = 8.4 Hz, IH) , 6.85 (s, IH), 6.99 (d, J = 7.8 Hz, IH), 7.50 (d, J = 8.4 Hz, IH) , 7.65 (s, IH), 8.00 (d, J = 7.8 Hz, IH) .MS Calcd. : 425; MS Found: 426 (M+H) , 428.

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2008/51533; (2008); A2;,
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. 98446-49-2, name is 2,4-Dichloro-5-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 98446-49-2

EXAMPLE 18 N-[3-Cyano-4-(2,4-dichloro-5-methoxyanilino)-6-methoxy-7-quinolinyl]acetamide An amount of 9.7 g (0.035 mol) of N-(4-chloro-3-cyano-6-methoxy-7-quinolinyl)acetamide was stirred in 97 ml of 2-ethoxyethanol. To this were added 2,4-dichloro-5-methoxyaniline (7.4 g, 0.038 mol), and 4.1 g (0.035 mol) pyridine hydrochloride, and the mixture was heated at 135 C. for 3 hours. The solvent was evaporated and the solid was stirred in saturated sodium bicarbonate solution and extracted with ethyl acetate. The organic phase was washed with saturated brine solution, dried over sodium sulfate and evaporated to dryness to give a brown solid (10.7 g, 71% yield), mp 267-270 C.; 1H NMR (DMSO-d6) delta 9.94 (s, 1H), 9.01 (s, 1H), 8.99 (s, 1H), 8.42 (s, 1H), 7.97 (m, 1H), 7.86 (s, 1H), 7.53 (m, 1H), 4.12 (s, 3H), 3.88 (s, 3H), 2.27 (s, 3H); MS (ES) m/z 431.1 (M+1).

According to the analysis of related databases, 98446-49-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corporation; US2003/65180; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1716-42-3, A common heterocyclic compound, 1716-42-3, name is 1-(3-Chloropropoxy)-4-fluorobenzene, molecular formula is C9H10ClFO, 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 12 1-{1-[3-(4-Fluorophenoxy)-propyl]-piperidin-4-yl}-1H-benzimidazole To a stirred solution of 1-piperidin-4-yl-1H-benzimidazole (4.02 g) and 1-(3-chloropropoxy)-4-fluorobenzene (4.16 g) in DMF (50 ml) was added K2CO3 (4.1 g) and KI (0.2 g). The mixture was heated at 90¡ã C. for 2 h, and then allowed to cool to rt. Water (100 ml) was added and the mixture extracted with ethyl acetate (2*80 ml), and the organic layer separated and washed with water. This was further dried and concentrated in vacuo. The free base converted to the hydrochloride salt by action of HCl in ethanol. The solid was recrystallized from ethanol-diethylether to yield 4.7 g of the title compound as colourless crystals. MP. 233-235¡ã C.

The synthetic route of 1716-42-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2006/30590; (2006); 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. 102-49-8, name is 3,4-Dichlorobenzylamine, A new synthetic method of this compound is introduced below., Application In Synthesis of 3,4-Dichlorobenzylamine

A solution of 1.0 g of 2-amino-5-nitronicotinic acid and 0.96 g of carbonyldiimidazole (CDI) in 10 mL of DMF was stirred for 1 h. Then 1.0 g of 3,4-dichlorobenzylamine was added and the mixture stirred at room temperature for 1 h. The mixture was diluted with 100 mL of water. Yellow precipitate of 2-amino-N-(3,4-dichlorobenzyl)-5-nitronicotinamide was formed, which was filtered and dried under high vacuum to be used in the next step without further purification.

The synthetic route of 102-49-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Koltun, Dmitry; Parkhill, Eric; Boze, Melanie; Zablocki, Jeff; Vasilevich, Natalya; Mayboroda, Elena; Glushkov, Andrei; Cole, Andrew; Chisholm, Jeffrey; US2008/255161; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 39065-95-7,Some common heterocyclic compound, 39065-95-7, name is 4-(Chlorodifluoromethoxy)aniline, molecular formula is C7H6ClF2NO, 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 of 7-bromo-1-((1s,3s)-3-hydroxycyclobutyl)-1H-benzo[d]imidazole-5-carboxylic acid (2b, 100 mg, 0.321 mmol, 1 eq) and 4-[chloro(difluoro)methoxy]aniline (74.66 mg, 0.386 mmol, 1.2 eq) in DMF (2 mL) was added HATU (146.65 mg, 0.386 mmol, 1.2 eq) and DIEA (83.08 mg, 0.643 mmol, 111.97 uL, 2 eq). The mixture was stirred at 15 C. for 12 hr. LCMS showed 2b was consumed completely and desired MS was detected. The mixture was diluted with water (3 mL) and extracted with EtOAc (10 mL¡Á3). The combined organic layers were washed with brine (3 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by prep-TLC (SiO2, ethyl acetate_methanol=10:1) to give 2c as a white solid. 1H NMR (400 MHz, DMSO-d6) delta10.48 (s, 1H) 8.72 (s, 1H) 8.40 (d, J=1.3 Hz, 1H) 8.05 (d, J=1.3 Hz, 1H) 7.92 (d, J=9.0 Hz, 2H) 7.36 (d, J=9.0 Hz, 2H) 5.37 (d, J=6.4 Hz, 1H) 4.96-5.08 (m, 1H) 4.01-4.13 (m, 1H) 2.89-2.98 (m, 2H) 2.36-2.43 (m, 2H).

The synthetic route of 39065-95-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Terns, Inc.; ROMERO, F. Anthony; KIRSCHBERG, Thorsten A.; HALCOMB, Randall; XU, Yingzi; (144 pag.)US2020/87283; (2020); 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. 622-86-6, name is (2-Chloroethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 622-86-6

EXAMPLE 5 Preparation of 4-(2-phenoxyethylthio)-1-B-D-ribofuranosylprazolo(3,4-d)pyrimidine Crude 2-phenoxyethyl chloride (2.7 g) was added to a stirred solution of 4-mercapto-1-B-D-ribofuranosylpyrazolo(3,4-d)pyrimidine (2.0 g) and potassium carbonate (1.07 g) in N,N-dimethylformamide. The solution was heated (40 C. on an oil bath) for 24 hours. After cooling the reaction mixture was poured into water (0.20 l) and the resultant precipitate was collected. The 4-(2-phenoxyethylthio)-1-B-D-ribofuranosylpyrazolo(3,4-d)pyrimidine so obtained was recystallised from methanol, m.p. 125-126 C.

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 622-86-6.

Reference:
Patent; Burroughs Wellcome Co.; US4299823; (1981); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics