Tag: M.W=100-200

Electric Literature of 10061-02-6, 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 10061-02-6 as follows.

11h were made from corresponding terminal alkyne and vinyl chloride S139 via route shown in Scheme 7. To a solution of S13 (600mg, 3.04 mmol ) in CH3CN was added K2CO3 (4.2g, 30.4 mmol) and continue stirred half of a hour, then added S9 (1g, 9.13 mmol) at room temperature, after the solution was heated at 40 C for 7h. The reaction was filter, and concentrated in vacuo. Purification via flash chromatography on silica gel(PE/EA = 20/1) provided S14( 490 mg,60% yield).Pd(PPh3)4 (97 mg, 0.084 mmol) andcopper iodide (32 mg, 0.169 mmol) were added to a seal-tube.Absorb the air andfill with nitrogen.S14 (460 mg, 1.69mmol) , prop-2-yn-1-ylbenzene ( 224 mg, 2.03 mmol ), tert-butylamine (185 mg,2.54 mmol) and 8 mL toluene was added.The mixture was heated to 70 C and stirred for 6 h. The reaction was thencooled and diluted with Et2O (10 mL) and saturated aqueous NH4Cl(5 mL). The organics were extracted with Et2O (2 *10 mL), dried overNa2SO4, filtered, and concentrated in vacuo. Purification via flash chromatography on silica gel (PE/EA = 10/1) provided 11h (317mg, 65% yield).

According to the analysis of related databases, 10061-02-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xu, Hua-Dong; Wu, Hao; Jiang, Chun; Chen, Peng; Shen, Mei-Hua; Tetrahedron Letters; vol. 57; 26; (2016); p. 2915 – 2918;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

2106-04-9, name is 3-Chloro-2-fluoroaniline, 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 C6H5ClFN

Using a modified procedure described by Gomez-Sanchez. (Reference: GomezSanchez, A. et al., Anales Dc Quimica, 8 1(2): 139 (1985).) A clear, faint yellow solution of ethyl nitroacetate (4.17 ml, 37.6 mmol) and triethylorthoacetate (6.93 mL, 37.6 mmol)in toluene (9.39 mL) was heated to 110 C. A Dean-Stark trap was used to azeotrope the ethanol. Approximately every 30 mm, the solvent was removed from the Dean-Stark and additional toluene (6 mL) was added to the reaction flask. Over the course of the reaction the color became a clear, dull yellow color. After 7.5 h, the reaction was stopped and it was cooled to rt. Excess solvent and starting materials were removed by distillation (5mm Hg at 100 C) leaving ethyl 3-ethoxy-2-nitrobut-2-enoate (5.46 g) as an orangeliquid. An orange solution of 3-chloro-2-fluoroaniline (5.86 g, 40.2 mmol) and ethyl 3- ethoxy-2-nitrobut-2-enoate (5.45 g, 26.8 mmol) in ethanol (13.41 mL) was stirred at a After 7 h, the reaction was stopped and concentrated to give an orange oil. The orange oil was diluted with EtOAc and washed with 1.0 N HC1 (2x), saturated NaHCO3, brine, driedover sodium sulfate, filtered and concentrated to give an orange oil. Purification by normal phase chromatography gave Intermediate 24A1 (2.90 g, 36%) as a viscous orange-yellow oil. ?HNMR indicated a 1:1 E:Z mixture. MS(ESI)m/z: 325.0 (M+H)t ?H NMR (500 MHz, CDC13) oe 11.54 (br. s., 1H), 10.77 (br. s., 1H), 7.50 – 7.45 (m, 1H), 7.44 – 7.38 (m, 1H), 7.24 – 7.12 (m, 4H), 4.39 (q, J 7.2 Hz, 2H), 4.34 (q, J 7.2 Hz,2H), 2.15 (d,J 1.4 Hz, 3H), 2.12 (d,J 1.4 Hz, 3H), 1.39 (t,J 7.2 Hz, 3H), 1.36 (t,J7.0 Hz, 3H).

The synthetic route of 2106-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PABBISETTY, Kumar Balashanmuga; CORTE, James R.; DILGER, Andrew K.; EWING, William R.; ZHU, Yeheng; (178 pag.)WO2017/19819; (2017); 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. 6940-78-9, name is 1-Bromo-4-chlorobutane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-4-chlorobutane

To a solution of 7-Hydroxy-3,4-dihydrocarbostyril (100 g) and 1-Bromo-4-chlorobutane (245 g) in N,N-Dimethylformamide (500 ml) potassium carbonate (100 g) was added and stirred for 10-15 hours at ambient temperature. After completion of the reaction water (1500 ml) and Toluene (500 ml) was added and stirred. The organic layer was separated and evaporated to dryness to give residue. Cyclohexane (1000 ml) was added to the residue and stirred and filtered to give 7-(4-Chlorobutoxy)-3,4-dihydrocarbostyril (Yield 90% and HPLC purity 97%).

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; PHARMATHEN S.A.; KOFTIS, Theocharis, V.; SONI, Rohit, Ravikant; ACHARYA, Hitarth, Harshendu; PATEL, Kandarpkumar, Hasmukhbhai; AHIRRAO, Manoh, Devidas; WO2013/20672; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2533-69-9, 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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

C. 2-Trichloromethyl-5-(2-trifluoromethoxy-phenyl)-lH-benzimidazole(3-tert-Butoxycarbonylamino-2′-trifluoromethoxy-biphenyl-4-yl)-carbamic acid tert-butyl ester (573 mg, 1.22 mmol, as prepared in the previous step) was placed in a 40 mL vial equipped with a magnetic stir bar. DCM (10 mL) and TFA (5 mL) were added, and the mixture stirred at rt for 12 h. The solvent was removed under reduced pressure, and the residue was dissolved in DCM and washed with 2M aq NaOH. The organic extract was dried over MgSO4 and concentrated in vacuo. The residue was dissolved in AcOH (5 mL) and placed in an 8 mL vial equipped with a magnetic stir bar. The mixture was cooled to 0 0C, treated with methyl-2,2,2-trichloroacetimidate (0.167 mL, 1.35 mmol) via syringe, and stirred at rt for 3 days. The solvent was removed under reduced pressure. The crude product was purified by column chromatography using a 12-g SiO2 pre-packed column eluting with EtOAc/hexanes, 0:1 to 2:5, v/v over 30 min, yielding 409 mg (85 %) of the desired compound. 1H-NMR (400 MHz, d4-MeOH) delta: 7.71 – 7.77 (m, 2H), 7.52 – 7.57 (m, IH), 7.39 – 7.51 (m, 4H).

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, Methyl 2,2,2-trichloroacetimidate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; PLAYER, Mark, R.; PARKS, Daniel, J.; PARSONS, William; MEEGALLA, Sanath, K; ILLIG, Carl, R.; BALLENTINE, Shelley, K.; WO2010/45166; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 10061-02-6 as follows. SDS of cas: 10061-02-6

Example 15: N-((S)-2-Amino-l-hydroxycarbamoyl-2-methyl-propyl)-4-((E)-7-hydroxy- hept-2-en-4-ynyIoxy)-benzamide (Compound 15); 15Step 15-A:To a solution of trans- 1,3 -dichloropropene (2.19 g, 19.7 mmol), potassium carbonate (3.63 g, 26.3 mmol), and potassium iodide (0.109 g, 0.657 mmol) in acetonitrile (200 mL) was added methyl-4-hydroxybenzoate (2.0 g, 13.2 mmol). The reaction was stirred at 80 0C for 4 hr after which it is quenched with brine, extracted with ethyl acetate, and washed with water. Organic phase dried with anhydrous magnesium sulfate, filtered, concentrated followed by purification with silica-gel chromatography (0-50% Ethyl Acetate/Heptane) to afford 15b (2.77 g). Found m/z ES+ = 227.

According to the analysis of related databases, 10061-02-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; DOBLER, Markus, Rolf; LENOIR, Francois; PARKER, David, Thomas; PENG, Yunshan; PIIZZI, Grazia; WATTANASIN, Sompong; WO2010/31750; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, molecular formula is C6H3Cl2N3, 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. Recommanded Product: 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine

EXAMPLE 1N2-((15)-l-cyclohexylethyl)-N4-(3-cyclopropyl-/H-pyrazol-5-yl)pyrrolo[2,l-J] [l,2,4]triazine-2,4-diamineIA. Preparation of 2-chloro-N-(3-cyclopropyl-7H-pyrazol-5-yl)pyrrolo[l,2- f [l,2,4]triazin-4-amine[0078] A solution of 2,4-dichloropyrrolo[l,2-/|[l,2,4]triazine (1.5 g, 5.3 mmol) in z-PrOeta (15 mL) was treated with S-cyclopropyl-iH-pyrazol-S-amine (657 mg, 5.3 mmol) and DIEA (0.92 mL, 5.3 mmol). The reaction was stirred overnight at ambient temperature and then filtered. The filter cake was washed with cold /-PrOH and dried under vacuum to afford IA as a solid (1.3 g, 90%). HPLC tR = 3.301 min (YMC S5 Combiscreen ODS 4.6 x 50 mm, 10-90% aqueous methanol containing 0.2% H3PO4, 4 min gradient, monitored at 254 nm). [M+H]+ = 275.37 ‘. EXAMPLE 43 2-((4-((3-cyclopropyl-lH-pyrazol-5-yl)amino)pyrrolo[2,l-/| [l,2,4]triazin-2- yl)amino)-N-l,3-thiazol-2-ylacetamide43 A. Preparation of 2-chloro-N-(3-cyclopropyl-7H-pyrazol-5-yl)pyrrolo [1,2- /][l,2,4]triazin-4-amine [0085] A solution of 2,4-dichloropyrrolo[l,2-/|[l,2,4]triazine (1.5 g, 5.3 mmol) in i-PrOH (15 mL) was treated with S-cyclopropyl-iH-pyrazol-S-amine (657 mg, 5.3 mmol) and DIEA (0.92 mL, 5.3 mmol). The reaction was stirred overnight at ambient temperature and then filtered. The filter cake was washed with cold i-PrOeta and dried under vacuum to afford 43A as a solid (1.3 g, 90%). etaPLC tR = 3.301 min (YMC S5 Combiscreen ODS 4.6 x 50 mm, 10-90% aqueous methanol containing 0.2% H3PO4, 4 min gradient, monitored at 254 nm). [M+H]+ = 275.37.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 918538-05-3, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/21859; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 104-11-0, The chemical industry reduces the impact on the environment during synthesis 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, I believe this compound will play a more active role in future production and life.

To a stirred solution of 22 (0.80 g, 5.13 mmol) and K2CO3 (0.95 g, 6.85 mmol) in anhydrous acetonitrile (200 mL) at 0 C, was added crude 21(m) (0.77 g, 3.43 mmol), and the reaction heated and allowed to progress under reflux for 6 h. Acetonitrile was then removed under reduced pressure and the reaction mixture worked up with ethyl acetate (100 mL) and saturated aqueous Na2CO3 (3 × 50 mL), dried (MgSO4) and concentrated in vacuo. The crude product was purified by column chromatography using mixtures of ethyl acetate:hexane (5:95) to (20:80) as eluent to give12(m)a as a yellow oil (0.63 g, 61%); 1H NMR (CDCl3, 300 MHz) delta 7.36-7.31 (7H, m, ArH), 7.22 (1H, m, H-3), 4.35 (1H, s, H-1), 3.54 (2H, s, H-8), 3.50 (2H, s, H-10), 2.19 (3H, s, N-CH3); 13C NMR (CDCl3, 75 MHz) delta 139.4 (Arqu), 137.7 (Arqu), 135.3 (Arqu), 132.6 (Arqu), 130.1 (C-12/16), 128.8 (C-13/15), 128.7 (ArC-H), 128.6 (ArC-H), 128.3 (ArC-H), 126.9 (ArC-H), 61.5 (C-8), 61.0 (C-10), 54.7 (C-1), 42.1 (N-CH3); HRMS (ES): Found 301.1221 (M + H)+: C16H18ClN4 (M + H)+ requires 301.1215.

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-(4-Chlorophenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zishiri, Vincent K.; Hunter, Roger; Smith, Peter J.; Taylor, Dale; Summers, Robert; Kirk, Kiaran; Martin, Rowena E.; Egan, Timothy J.; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1729 – 1742;,
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. 14752-66-0, name is Sodium 4-chlorobenzenesulfinate, A new synthetic method of this compound is introduced below., Application In Synthesis of Sodium 4-chlorobenzenesulfinate

To the reactor was added 0.20 mmol of phenacetylene, 0.30 mmol of sodium p-chlorophenylsulfinate,0.40 mmol of ferric chloride hexahydrate, 2.0 mL of trifluoroethanol solvent. Heated to 120 C under a nitrogen atmosphere,After stirring for 3 h, the reaction was stopped, cooled to room temperature, extracted with dichloromethane, dried, and the solvent was removed by distillation under reduced pressure. The crude product was separated by column chromatography to give the desired product in 86% yield.

The synthetic route of 14752-66-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hunan University; Yin, Shuangfeng; Ceng, Kui; Chen, Lang; Zhou, Yongbo; (8 pag.)CN106083669; (2016); A;,
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. 626-43-7, name is 3,5-Dichloroaniline, A new synthetic method of this compound is introduced below., COA of Formula: C6H5Cl2N

3,5-dichloroanilme ( 1 eq), ethyl 2-bromoacetate (3eq) and NaOAc (3 eq) in EtOH was refiuxed overnight. The solvent was removed under reduced pressure and the residue was extracted with DCM. The orgamc layer was dried over sodium sulfate, concentrated in vacuum, and the residue was purified through Hash chromatography on silica gel eluted with EA-Hexane to give ethyl 2-((3,5-dichlorophenyl)amino)acetate.

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; UNIVERSITY OF WASHINGTON; BUCKNER, Frederick, S.; ALVAREZ, Ximena, Barros; FAN, Erkang; GILLESPIE, John, Robert; HOL, Wilhelmus, G.J.; HUANG, Wenlin; KOH, Cho, Yeow; RANADE, Ranae, M.; SHIBATA, Sayaka; VERLINDE, Christophe, L.M.; ZHANG, Zhongsheng; (249 pag.)WO2016/29146; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2687-12-9, name is Cinnamyl chloride, 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 2687-12-9, Computed Properties of C9H9Cl

General procedure: A representative procedure of skeleton 4 is as follows: K2CO3 (400 mg, 2.9 mmol) was added to a solution of 3 (1.0 mmol) in acetone (10 mL) at rt. The reaction mixture was stirred at rt for 10 min. Cinnamyl chloride (1.05 mmol) was added to the reaction mixture at rt. The reaction mixture was stirred at reflux for 8 h. The reaction mixture was cooled to rt, concentrated, and extracted with CH2Cl2 (3×20 mL). The combined organic layers were washed with brine, dried, filtered, and evaporated to afford crude product under reduced pressure. Purification on silica gel (hexanes/EtOAc=6:1 to 1:1) afforded 4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Cinnamyl chloride, and friends who are interested can also refer to it.

Reference:
Article; Chang, Meng-Yang; Lu, Yi-Ju; Cheng, Yu-Chieh; Tetrahedron; vol. 71; 8; (2015); p. 1192 – 1201;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics