Introduction of a new synthetic route about C9H10ClN

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Adding a certain compound to certain chemical reactions, such as: 72934-36-2, name is 1-(4-Chlorophenyl)cyclopropanamine, 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 72934-36-2, Computed Properties of C9H10ClN

To a slurry of tert-butyl 4-(4-chloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoate (3.6 g) and 1-(4-chlorophenyl)cyclopropanamine (1.49 g) in THF (50 mL) was stirred for 5 hours at 80 C. The precipitate was filtrated through a plug washing with THF to give acrude product that was purified by Biotage eluting with 4/1-hexane/ethyl acetate to give 1.8 g of tert-butyl 4-(4-(1-(4-chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoate as a solid.

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Reference:
Patent; Wang, Tao; Yin, Zhiwei; Scola, Paul Michael; US2014/134130; (2014); A1;,
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Extended knowledge of 60811-18-9

According to the analysis of related databases, 60811-18-9, the application of this compound in the production field has become more and more popular.

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 60811-18-9 as follows. Recommanded Product: 60811-18-9

A] stirred solution of 4-bromo-1- chloro-2-fluorobenzene (25g, 0. 119mol) and triisopropylborate (30. 5ml, 0.131 mol) in dry THF [(500ML)] under argon is cooled [TO-100C] and n-butyllithium (52. [5ML] of a 2.5M solution in hexanes, 0.131 mol) is added dropwise over [15MIN.] The reaction mixture is allowed to warm gradually to room temperature over 18h before it is quenched by the addition of 2M hydrochloric acid (250ml) and stirred at room temperature overnight. The THF is removed under reduced pressure, the aqueous residue is diluted with water [(500ML)] and the mixture is extracted with diethyl ether (3 x [200ML).] The combined ether extracts are washed with saturated brine [(200MOI),] dried [(MGS04),] filtered, evaporated and [DRIED IN VACUO TO] give a colourless solid-a mixture of 4-Chloro-3-fluorobenzeneboronic acid and the functionally equivalent [CYCLOTRIBOROXANE.]

According to the analysis of related databases, 60811-18-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/33435; (2004); A1;,
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Extracurricular laboratory: Synthetic route of 445-13-6

Statistics shows that 3-Chloro-4-(trifluoromethyl)aniline is playing an increasingly important role. we look forward to future research findings about 445-13-6.

Electric Literature of 445-13-6, These common heterocyclic compound, 445-13-6, name is 3-Chloro-4-(trifluoromethyl)aniline, 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 (3S,6S)-3-[3-((S)-4-Hydroxy-6-aza-spiro[2.5]oct-6-yl)-propyl]-6,8a-dimethyl-5- hexahydro-oxazolo[3,2-a]pyrazine-7-carboxylic acid (3-chloro^t-trifluoromethyl- phenyl)-amide OH A solution of 4-amino-2-chlorobenzotrifiuoride (30 mg, 0.15 mmol) in acetonitrile (0.5 mL) was added dropwise at 0C to a solution of bis-(trichloromethyl)-carbonate (17 mg, 50 muetaiotaomicron) in acetonitrile (0.5 mL) and pyridine (13 mg, 0.16 mmol). The ice bath was removed, then after 30 min a solution of (3S,6S)-3-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)- propyl]-6,8a-dimethyl-hexahydro-oxazolo[3,2-a]pyrazin-5-one (example 12G) in acetonitrile (0.5 mL) was added. After 3 h the reaction mixture was evaporated and the residue purified by chromatography (Si02; DCM? DCM/MeOH/25% aq. ammonia solution 90:10:0.25) to pruduce the title compound (39 mg, 47%). White solid, MS: 559.4 (M+H)+.

Statistics shows that 3-Chloro-4-(trifluoromethyl)aniline is playing an increasingly important role. we look forward to future research findings about 445-13-6.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; BINGGELI, Alfred; GREEN, Luke; HARTMANN, Guido; MAERKI, Hans P.; MATTEI, Patrizio; WO2011/42399; (2011); A1;,
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Some tips on 445-13-6

Statistics shows that 3-Chloro-4-(trifluoromethyl)aniline is playing an increasingly important role. we look forward to future research findings about 445-13-6.

Synthetic Route of 445-13-6, These common heterocyclic compound, 445-13-6, name is 3-Chloro-4-(trifluoromethyl)aniline, 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.

Iodine monochloride (1.5 g) was added in one portion to a mixture of 3-chloro-4- trifluoromethylaniline (1.7 g), sodium acetate trihydrate (2.2 g), and acetic acid (10 ml) at room temperature. After 30 min aqueous sodium bicarbonate / sodium sulfite was added and the mixture extracted with diethyl ether. The organic phase was dried over Na2SO4, filtered and evaporated. The residue was purified by chromatography (ethyl acetate – hexane) to afford the title compound, 2.2 g.

Statistics shows that 3-Chloro-4-(trifluoromethyl)aniline is playing an increasingly important role. we look forward to future research findings about 445-13-6.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/36718; (2007); A2;,
Chloride – Wikipedia,
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Analyzing the synthesis route of 1-Chloro-3,5-dimethoxybenzene

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Adding a certain compound to certain chemical reactions, such as: 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, 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 7051-16-3, Recommanded Product: 7051-16-3

General procedure: An oven-dried 25 mL sealed tube was charged with PhI(OAc)2 (0.6 mmol), K3PO4 (1.2 mmol), BQ (0.1 mmol) and pre-activated 4A powdered molecular sieves (80 mg). The seal tube was evacuated and then refilled argon. Next, MeCN (0.5 mL), arene 4 (0.5 mmol) (if a liquid; if a solid, then substrate was added prior to the evacuation-refilled cycle), and CF3SiMe3 (1.2 mmol) were successively added. The seal tube was sealed with a Teflon lined cap, and the reaction mixture was stirred at 85 C for 6h. At the conclusion of the reaction, the mixture was allowed to cool to room temperature and filtered through a short pad of Celite, evaporated to remove the solvent. The residue was purified by flash column chromatography to give the desired product 5.

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Reference:
Article; Wu, Xinyue; Chu, Lingling; Qing, Feng-Ling; Tetrahedron Letters; vol. 54; 3; (2013); p. 249 – 251;,
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Simple exploration of 7149-75-9

According to the analysis of related databases, 7149-75-9, the application of this compound in the production field has become more and more popular.

Synthetic Route of 7149-75-9, 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 7149-75-9 as follows.

General procedure: (Z)-N-(3-Bromo-4-fluorophenyl )-N’-hydroxy-1H-indazole-7-carboximidamide (8a). To a solution of 7 (25 mg,0.105 mmol) in THF (1 mL) at 60 °C was 3-bromo-4-fluoroaniline (20 L, 0.105 mmol) was added andstirred for 10 min. A solution of NaHCO3 (13 mg, 0.157 mmol) in water (1 mL) was added dropwiseand stirred at 60 °C for 3 h. The mixture was extracted with EA and washed with brine. The organic layer was dried over MgSO4 and concentrated to obtain the crude mixture which was purified bycolumn chromatography (MPLC) to give compound 8a.

According to the analysis of related databases, 7149-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lee, Dong-Ho; Lee, Joo-Youn; Jeong, Jieun; Kim, Miok; Lee, Kyung Won; Jang, Eunseo; Ahn, Sunjoo; Lee, Chang Hoon; Hwang, Jong Yeon; Molecules; vol. 22; 11; (2017);,
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Discovery of 210532-25-5

The synthetic route of 210532-25-5 has been constantly updated, and we look forward to future research findings.

Electric Literature of 210532-25-5,Some common heterocyclic compound, 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, molecular formula is C6H3ClF2O2S, 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: 4-(6-(3-aminophenyl)-2,3-dihydroimidazo[2,l-b]thiazol-5-yl)-N-(4-(4-ethylpiperazin-l- yl)phenyl)pyrimidin-2-amine (compound of Step lh, 0.1 g) was dissolved in NMP and 2- naphthoyl chloride (42 mg, 0.220 mM) was added to the reaction mixture. The reaction mixture was stirred at RT for lh. The reaction mixture was diluted with diethyl ether, stirred for 5 min and ether was removed. The dilution of the reaction mixture with diethyl ether and removal of ether was repeated twice. The reaction mixture was further diluted with DCM and washed with aqueous saturated NaHC03. The organic layer was dried over anhydrous Na2S04, concentrated to yield crude product which was purified by flash column chromatography (silica gel, eluted with 6% MeOH in DCM) to afford the title compound ((4-(4-ethylpiperazin-l- yl)phenyl)amino)pyrimidin-4-yl)-2,3-dihydroimidazo[2, 1 -b]thiazol-6-yl)phenyl)-2-naphthamide. Yield: 0.069 g (53%); (0492) ‘H NMR (CDC13, 300 MHz): delta 8.56 (s, IH), 8.46 (s, IH), 8.19-8.17 (d, J=5.7 Hz, IH), 8.00-7.97 (m, 3H), 7.92-7.90 (d, J=6.6Hz, IH), 7.83 (s, IH), 7.62-7.58 (m, 2H), 7.50-7.47 (d, J=8.4 Hz, 2H), 7.42-7.36 (m, 3H), 6.92-6.89 (d, J=8.7 Hz, 2H), 6.74-6.72 (d, J=5.7 Hz, IH), 4.54-4.49 (t, J=6.9 Hz, 2H), 3.870-3.82 (t, J=6.9 Hz, 2H), 3.57 (m, 4H), 3.16 (m,4H), 2.54-2.52 (m, 2H), 1.17- 1.15 (t, J= 6.9Hz, 3H); MS: m/z 653.5 (M+l).The title compound was prepared in an analogous manner as the compound 1 of Example 1 involving reaction of 4-(6-(3-aminophenyl)-2,3-dihydroimidazo[2,l-b]thiazol-5-yl)-N-(4-(4- ethylpiperazin-l-yl)phenyl)pyrimidin-2-amine (Step lh of Example 1) with 3,5-difluorobenzene- 1 -sulphonyl chloride in DCM in the presence of pyridine at RT for lh. Yield: 75.7%; (0625) 1H NMR (DMSO-d6, 300 MHz): delta 10.57 (br s,lH), 9.58 (s, IH), 9.44 (s, IH), 8.19 (d, J=5.1 Hz, IH), 7.65 (d, J=12 Hz, IH), 7.57-7.55 (d, J=5.4 Hz, IH), 7.41 (s, IH), 7.33-7.17 (m, 6H), 6.95- 6.93 (d, J=5.7 Hz, 2H), 6.40-6.38 (d, J=6 Hz, IH), 4.59-4.55 (t, J=6 Hz, 2H), 4.19-4.17 (t, J=6 Hz, 2H), 3.7 (d, J=12 Hz, 2H), 3.21-3.13 (m, 5H), 2.90-2.80 (m, 3H), 1.25 (t, J=6 Hz, 3H); m/z 672.6 (M+l).

The synthetic route of 210532-25-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; ROYCHOWDHURY, Abhijit; SHARMA, Rajiv; GADEKAR, Pradip, Keshavrao; URUNKAR, Ganesh, Devidas; SEELABOYINA, Balapadmasree; DEKA, Nabajyoti; DAWANGE, Mahesh, Balasaheb; B-RAO, Chandrika; KHANNA, Smriti; WO2015/128698; (2015); A1;,
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Simple exploration of C6H4ClN3

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 94-97-3.

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. 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, This compound has unique chemical properties. The synthetic route is as follows., category: chlorides-buliding-blocks

A mixture of 5-chloro-1/-/-benzotriazole (8 g), chloroacetone (6.5 ml_), potassium carbonate (9.5 g) and potassium iodide (0.5 g) was stirred in acetone (90 ml.) at room temperature for 48 hours. The reaction mixture was filtered and the filtrate concentrated under reduced pressure to give a residue that was purified by chromatography (SiO2, heptane/EA) to afford 1-(5-chloro-2H-benzotriazol-2-yl)-propan-2-one as clear oil [1.8 g, 16%, Rf =0.6 (1 :1 EA/heptane)]. The two other regioisomers were also isolated, 1-(6- chloro-1 H-benzotriazol-1-yl)-propan-2-one [3.8 g, 35%, Rf =0.45 (1 :1 EA/heptane)] and 1- (5-chloro-1H-benzotriazol-1-yl)-propan-2-one [3.2 g, 29%, Rf =0.35 (1 :1 EA/heptane)].

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 94-97-3.

Reference:
Patent; MERIAL LIMITED; AVENTIS AGRICULTURE; WO2008/144275; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Discovery of C6H3BrClF

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, 3-Bromo-4-fluorochlorobenzene, other downstream synthetic routes, hurry up and to see.

Application of 1996-30-1, 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. 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To an oven-dried 25 mL Schlenk tube containing a stirring bar was added 4.5 mg Pd(OAc)2 (0.02 mmol), 15.7mg nBuPAd2 (0.44 mmol), 2-bromofluorobenzene (0.50 mmol), salicylaldehyde (0.50 mmol), potassium carbonate (1.0 mmol). The Schlenk tube was vacuumed and then purged with argon before DMF (2.0 mL) was injected using a syringe. Afterwards the Schlenk tube in the ice bath was degassed by evacuation and back fillingwith argon three times. The reaction mixture was then stirred for 12 h at 120 C. After the reaction was complete,the reaction mixture was diluted with water (5 mL), extracted with ethyl acetate (3 x 10 mL) and dried withanhydrous Na2SO4. After filtration and addition of silica gel into the solution, the organic solvent was reduced evaporated. The crude product was purified by column chromatography using ethyl acetate/n-pentane.

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, 3-Bromo-4-fluorochlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Shen, Chaoren; Wu, Xiao-Feng; Synlett; vol. 27; 8; (2016); p. 1269 – 1273;,
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Brief introduction of 4-Bromo-2-chloro-1-isopropoxybenzene

The synthetic route of 201849-21-0 has been constantly updated, and we look forward to future research findings.

Electric Literature of 201849-21-0,Some common heterocyclic compound, 201849-21-0, name is 4-Bromo-2-chloro-1-isopropoxybenzene, molecular formula is C9H10BrClO, 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.

A mixture of Compound 27B (1.35 g, 5.4mmol), Pd(dppf)C12 (0.35 g, 0.43 mmol), 4,4,4,4,5,5,5?, 5?-octamethyl-2,2?-bi( 1,3 ,2-dioxaborolane) (2.09 g, 8.22 mmol), and potassium acetate (1.62 g, 16.5 mmol) in 1,4-dioxane (50 ml) was heated at 80C for 16 hours. The mixture was diluted with water (200 mL) and extracted with ethyl acetate (200 mL x 2). The combined extracts were washed with water (200 mL) and brine (200 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified with flash column chromatography on silica gel (ethyl acetate in petroleum ether, from 0% to 10% v/v) to furnish Compound 27C. LC-MS (ESI) m/z: non-ionizable compound under routine conditions used.

The synthetic route of 201849-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHAO, Qi; (737 pag.)WO2019/133770; (2019); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics