Month: May 2021

Related Products of 450-96-4, A common heterocyclic compound, 450-96-4, name is 1-Chloro-2-(trifluoromethoxy)benzene, molecular formula is C7H4ClF3O, 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.

To a solution of 1 -chloro-2-(trifluoromethoxy)benzene (2.54 mmol) in 10 mL THF were added 1.42 mL n-BuLi (2.5 M solution in hexane) at -78C. After 40 min, a solution of iodine (2.8 mmol) in 2.5 mL THF was added and stirring was continued at RT overnight. The reaction was quenched with water under cooling and extracted with EtOAc (3x). The combined organic layers were dried over MgS04 and concentrated in vacuo. Purification by CC (KP-SIL from Biotage) using Hept to Hept/EtOAc (4/1 ) gives the desired compound (in a regioisomeric mixture as the major product) as colorless oil. LC-MS (A): tR = 0.99 min; 1H NMR ((CD3)2SO) delta: 7.98 (dd, 1 H), 7.70 (dd, 1 H), 7.21 (t, 1 H).

The synthetic route of 450-96-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HILPERT, Kurt; HUBLER, Francis; KIMMERLIN, Thierry; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; WO2013/14587; (2013); A1;,
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Related Products of 74788-46-8,Some common heterocyclic compound, 74788-46-8, name is 1-(4-Chlorophenyl)propan-1-amine, molecular formula is C9H12ClN, 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 3: 4-amino-N-Q-(4-chlorophenyl)propyl)-l-(7H-pyrrolo[2.,3-dlpyrimidin-4- yl)piperidine-4-carboxamideO-(7-Azabenzotriazol- 1 -yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (0.209 g) was added in one portion to 4-(tert-butoxycarbonylamino)-l-(7H-pyrrolo[2,3- d]pyrimidin-4-yl)piperidine-4-carboxylic acid (Intermediate 1) (0.181 g), l-(4- chlorophenyl)propan-l -amine (0.085 g) and DIPEA (0.262 mL) in DMA (10 mL) at 250C under nitrogen. The resulting solution was stirred at 6O0C for 4 hours. The crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using IN ammonia/MeOH and pure fractions were evaporated to dryness. This crude material was then treated with a 20% solution of TFA in DCM (10 mL) and stirred at room temperature for 2 hours. The crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using IN ammonia/MeOH and pure fractions were evaporated to dryness. This material was purified by preparative LCMS using decreasingly polar mixtures of water (containing 1% ammonia) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford 4-amino-N-(l-(4-chlorophenyl)propyl)-l- (7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide as a white solid (0.138 g, 66.8 %).1U NMR (400.13 MHz, DMSOd6) delta 0.87 (3H, t), 1.42 – 1.55 (2H, m), 1.72 – 1.79 (2H, m), 1.91 – 2.05 (2H, m), 2.21 (2H, s), 3.54 – 3.62 (2H, m), 4.38 – 4.45 (2H, m), 4.65 – 4.70 (IH, m), 6.61 (IH, dd), 7.18 (IH, dd), 7.32 – 7.37 (4H, m), 8.31 (IH, d), 8.12 (IH, s). MS m/e MH+ 413.

The synthetic route of 74788-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/47563; (2009); 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. 29242-84-0, name is 2-Chloro-4-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H8ClNO

To 80 mmol of compound 12 we added in succession 40 mL of water and 20 mL of conc. HCl. The suspension that formed was cooled on an ice bath, after which a solution of 85 mmol of NaNO2 in 40 mL of water was added to it under stirring over the course of 1 h. The solution was stirred for 15 min, and urea was then added until nitrogen no longer evolved. The resulting diazonium salt solution was added in small portions to a stirred solution of 120 mmol of KI in 40 mL of water at 0-5.To bring the reaction to completion, the mixture was heated at 60 for 10 min, cooled, 20% NaOH was then added, and the product was extracted with dichloromethane (3×50 mL). The organic layer was successively washed with 5% NaHSO3 (50 mL) and water (50 mL), dried over MgSO4, and distilled in a vacuum. Yield 45%, mp 136-138 (20 mmHg). 1NMR spectrum, delta, ppm: 3.80 s (3H, OCH3), 6.59 d.d(1H, J = 8.8, 2.9 Hz), 7.04 d (1H, J = 2.9 Hz), 7.68 d(1H, J = 8.8 Hz).

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 29242-84-0.

Reference:
Article; Khaibulova, T. Sh.; Boyarskaya; Polukeev; Boyarskii; Russian Journal of General Chemistry; vol. 86; 10; (2016); p. 2318 – 2324; Zh. Obshch. Khim.; vol. 86; 10; (2016); p. 1670 – 1677,8;,
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. 155535-20-9, name is 2-Chloro-5,6,7,8-tetrahydroquinoxaline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Chloro-5,6,7,8-tetrahydroquinoxaline

b) A mixture of intermediate (3), 1-bromo-2,5-pyrolidinedione (0.116 mol) and dibenzoyl peroxide (1.3g) in tetrachloromethane (400ml) was stirred and refluxed for 35 minutes, brought to room temperature and then filtered. The reaction was carried out again using the same quantities. The residues were combined. The solvent was evaporated. The residue (60g) was purified by column chromatography over silica gel (eluent: cyclohexane/EtOAc 85/5; 15-35 mum). Two pure fractions were collected and their solvents were evaporated, yielding 25 g (43%) of (+/-)-5-bromo-2-chloro-5,6,7,8-tetrahydroquinoxaline (interm. 4) and 12 g (21 %) of (+/-)-8-bromo-2-chloro-5,6,7,8-tetrahydroquinoxaline.

According to the analysis of related databases, 155535-20-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; EP1196410; (2004); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2770-01-6, These common heterocyclic compound, 2770-01-6, name is 4-Chloro-1H-imidazo[4,5-c]pyridine, 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.

To improve the selectivity for the ^-substitution by blocking the N7-position with sterically demanded groups, 6-chloro-3-deazapurine (7) was converted to N-protected 3- deazaadenine derivatives (21a-b) (Scheme 2). Our initial attempts to convert the 6-chloride to the N6-amino group by methanolic ammonia or hydrazine/Raney-nickel gave 3-deazaadenine (13) in poor yields. However, the reaction of 7 with NaN3 or LiN3 provided 3-deaza- tetrazolopurine (12)la in about 80% and 82% yields with about 20% of starting material (7), which could not be removed from 12 (Table 1), respectively. The same reaction for 3-deaza- tetrazolopurine (12) was investigated by addition of an ionic liquid (DMF- [emim]BF4).13 LiN3 (20% in water) and DMF-[emim]BF4 ionic liquid (10:1 v/v) at 80 0C for 6 h provided 3- deaza-tetrazolopurine (12) in quantitative yield without 7. The ionic liquid was readily recovered by simple filtration, and recycled.14

Statistics shows that 4-Chloro-1H-imidazo[4,5-c]pyridine is playing an increasingly important role. we look forward to future research findings about 2770-01-6.

Reference:
Patent; UNIVERSITY OF GEORGIA RESEARCH FOUNDATION, INC.; WO2007/47793; (2007); A2;,
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 924818-16-6 as follows. Quality Control of (5-Chloro-2,4-difluorophenyl)methanamine

10489] A 50-mE 1-neck round bottom flask was charged with reactant 15-A (0.015 g, 0.047 mmol, the synthesis of 15-A is described in example 41), (5-chioro-2,4-difluorophe- nyl)methanamine (0.009 g, 0.05 mmol), DIPEA (0.06 g, 0.47 mmol) and HATU (0.035 g, 0.09 mmol) in DCM (3 ml). The reaction mixture was stirred at room temperature for 1 hout The reaction mixture was concentrated down, re-dissolved in EtOAc (50 mE), washed with saturated NaHCO3 twice, washed with saturated NH4C1 and dried over Na2 SO4. After concentration, the crude was purified by column chromatography on silica gel with hexane-EtOAc to obtain 15-B. ECMS-ESI (mlz): [M+H]. found: 483.

According to the analysis of related databases, 924818-16-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gilead Sciences, Inc.; Bacon, Elizabeth M.; Cai, Zhenhong R.; Cottell, Jeromy J.; Ji, Mingzhe; Jin, Haolun; Lazerwith, Scott E.; Morganelli, Philip Anthony; Pyun, Hyung-jung; (101 pag.)US2016/176870; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 36556-42-0, name is 1-Chloro-2,3,4-trifluorobenzene, 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 36556-42-0, Quality Control of 1-Chloro-2,3,4-trifluorobenzene

The amine mother liquor, together with the production residues from the initial batch, is made up with 299.7 g (1.8 mol) of 4-chloro-1,2,3-trifluorobenzene and 4.1 g of 5% Pd/C (50% water-moist) and, analogously to the initial batch, is reductively dechlorinated and worked up correspondingly. The production residues resulting from the fractionation (forerunnings, intermediate runnings and residues from distillation) are recycled without further pretreatment to the subsequent batch. Conversion: 98.1% (by GC) Yield: 231.0 g (1.75 mol) of 1,2,3-trifluorobenzene 97.2% based on the 4-chloro-1,2,3-trifluorobenzene employed. Purity: >99.9 (GC area-%) 1,2,3-trifluorobenzene

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-2,3,4-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoechst Aktiengesellschaft; US5498807; (1996); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 3260-88-6, name is 2-Methyl-3-chloroanisole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Methyl-3-chloroanisole

A mixture of Scheme 48 compound 1 (20.0 g, 128.0 mmol), N-bromo succnimide (26.1 g, 146.0 mmol) and AIBN (210 mg, 1.3 mmol) in dry CC14 (200 mL) was heated to 100 C under nitrogen atmosphere for 3 h. After TLC showed the starting material was completely consumed, the reaction mixture was cooled to RT and filtered through a pad of celite. The filtrate was dried over Na2S04 and concentrated to give a residue which was purified by flash chromatography on silica gel (eluting with petroleum ether/EtOAc 100/0 gradually increasing to 80/20) to give Scheme 48 compound 2 (20 g, 66%) as a brown liquid. MS [ESI, MH+] = 234.94.

The synthetic route of 3260-88-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.; WO2014/52365; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1206825-03-7, 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. 1206825-03-7, name is 4-Chloroimidazo[2,1-f][1,2,4]triazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 4: 3-((3R,4R)-3-(Imidazo[l,2^] [l,2,4]triazin-4-yl(methyl)amino)-4-methylpiperidin- l-yI)-3-oxopropanenitrile (34)34 To a solution of 4-chloroimidazo[l,2-/J[l,2,4]triazine (33) (0.23 mg, 1 mmol) and 3-((3i?,4i?)-4-methyl-3-(methylamino)piperidin-l-yl)-3-oxopropanenitrile (21) (0.15 g, 1 mmol) in dioxane water (3:8 mL) was added NaHCO3 (0.084 g, 1 mmol). The mixture was heated in a microwave at 100 0C for 30 min and concentrated in vacuum. The residue obtained was purified by flash column chromatography (silica gel 12 g, eluting with 0-20% CMA-80 in chloroform) to furnish 3-((3/?,4i?)-3-(Imidazo[ 1 ,2-/J [ 1 ,2,4]triazin-4-yl(methyl)amino)-4-methylpiperidin- 1 -yl)-3- oxopropanenitrile (34) (0.05 g, 16%) as an off-white solid; mp 72.0 0C. 1H NMR (300 MHz, DMSO) delta 8.11 (s, IH), 8.05 (s, IH), 7.62 (s, IH), 6.45-5.73 (m, IH), 4.08 (s, 2H), 3.87 (s, 3H), 3.40 (s, 3H), 2.47-2.34 (m, IH), 1.89-1.50 (m, 2H), 1.01 (s, 3H); MS 314.1 (100%, M+l, ES^).

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-Chloroimidazo[2,1-f][1,2,4]triazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; CHAND, Pooran; KOTIAN, Pravin, L.; KUMAR, V., Satish; WO2010/14930; (2010); A2;,
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 202865-57-4 as follows. Computed Properties of C6H2BrCl2F

EXAMPLE 21 2-[3-(3-Bromo-2,5-dichloro-phenoxy)4-ethyl-phenyl]-N-(4-sulfamoyl-phenyl)-acetamide (I-35) step 1-To a solution of 12a (0.450 g; 2.160 mmol) and NMP (5 mL) was added K2CO3 (0.896 g; 6.48 mmol) and 1-bromo-2,5-dichloro-3-fluoro-benzene (0.580 g; 2.38 mmol). The reaction was heated to 120 C. and monitored by TLC. After 8 h the reaction was cooled to RT and 10% HCl was added. The mixture was extracted with EtOAc and the combined extracts were washed with H2O and brine. The extracts were dried (Na2SO4), filtered and evaporated. The crude product was purified by SiO2 chromatography eluding with a gradient of hexane/EtOAc (100:0 to 60:40) to afford 146. steps 2 and 3-Hydrolysis and formation of the acid chloride were carried as described in step 7and 8 of Example 1 and used without additional purification. step 4-The acid chloride from step 3 (0.112 mmol) was dissolved in acetone (1 mL) and the flask was purged with nitrogen. NaHCO3 (0.019 g; 0.224 mmol) was added followed by 4-amino-benzenesulfonamide (0.019 g; 0.112 mmol) and water (2 mL). The mixture was sonicated for 5 min and allowed to stir for 12 h at RT. The reaction mixture was filtered and the crude product was washed sequentially with water and diethyl ether to afford I-35. Compound I-36 was prepared in the same manner except 4-amino-benzenesulfonamide was replaced with 4-amino-3-methyl-benzenesulfonamide. Compound I-37 was prepared in the same manner except 4-amino-benzenesulfonamide was replaced with 2-chloro-phenylamine.

According to the analysis of related databases, 202865-57-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Roche Palo Alto LLC; US2005/239880; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics