Category: 17635-45-9

Adding a certain compound to certain chemical reactions, such as: 17635-45-9, name is 4-Pyrazol-1-yl-phenylamine, belongs to pyrazoles-derivatives 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 17635-45-9, Quality Control of 4-Pyrazol-1-yl-phenylamine

General procedure: A dry 50 mL capacity carousel reaction tube was charged with the relevant substituted indole (1.5 mmol), and this starting material dissolved in dry THF (12 mL). Oxalyl chloride (144 muL, 209 mg, 1.65 mmol) was added and the mixture stirred at room temp. After 24 h, either N,N-diisopropylethylamine (590 muL, 438 mg, 3.4 mmol) or 2,6-lutidine(396 muL, 364 mg, 3.4 mmol) was introduced to the reaction, followed by the relevant amine (1.8 mmol). The temperature was raised to 45 °C, and heating continued for 18 h. The solvent was evaporated, then the residue resuspended in a mixture of ethyl acetate (20 mL) and brine (10 mL) and stirred vigorously for 30 min. After passing through a liquid-liquid extraction column, ensuring washing through of the column with additional ethyl acetate, a second extraction was carried out with sat. NH4Cl (10 mL) in the same manner. Product solutions were then evaporated to dryness giving the crude indole-3-glyoxylamide derivatives, which were purified as necessary (see Supplementary Information for individual compound details). Typically, two sequential recrystallizations, from ethyl acetate-hexane followed by 2-propanol-water, afforded final products of good purity. For products derived from poorly nucleophilic anilines (p-1H-pyrazol-1-ylaniline,p-pyrrol-1-ylaniline and p-morpholinoaniline), a further modification was used. Immediately following introduction of the arylamine to the reaction mixture, DMAP (18 mg, 0.15 mmol, 10 molpercent) was added to assist the final step, as its use was found to enhance the extent of conversion in the final step in such cases.

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-Pyrazol-1-yl-phenylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Thompson, Mark J.; Louth, Jennifer C.; Ferrara, Steven; Jackson, Matthew P.; Sorrell, Fiona J.; Cochrane, Edward J.; Gever, Joel; Baxendale, Sarah; Silber, B. Michael; Roehl, Henry H.; Chen, Beining; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 4125 – 4132;,
Pyrazole – Wikipedia,
Pyrazoles – 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. 17635-45-9, name is 4-Pyrazol-1-yl-phenylamine, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Pyrazol-1-yl-phenylamine

General procedure: A mixture of aniline derivative 1a?1e (1 mmol) and 1 cm3concentrated hydrochloric acid was thoroughly stirred atroom temperature for 15 min and then cooled to 0 C. Asolution containing 0.069 g sodium nitrite (1 mmol) in 10 cm3 water was added dropwise to the initial mixtureduring 40 min. An aqueous solution of aromatic nucleophile(1 mmol) in NaOH 10percent (5 cm3) was then addedand the resulted mixture was stirred for 1 h at 0 C. Theprecipitated solid was filtered, washed with water and dried in air. The products 2a?2c, 2e, 2f, 2m, and 2o were purifiedby recrystallization in ethanol, but preparative TLC (nhexane?EtOAc, 4:1) was applied for purification of products2d, 2g?2l, 2n, and 2p.

According to the analysis of related databases, 17635-45-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ghasemi, Zarrin; Azizi, Sajjad; Salehi, Roya; Kafil, Hossein Samadi; Monatshefte fur Chemie; vol. 149; 1; (2018); p. 149 – 157;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 17635-45-9, 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. 17635-45-9, name is 4-Pyrazol-1-yl-phenylamine, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 25 1-Isopropyl-7-[4-(pyrazol-1-yl)phenylamino]-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one; Compound With Trifluoroacetic Acid Prepared from 200 mg (0.79 mmol) of 1-isopropyl-7-methanesulfinyl-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one, 250 mg (1.57 mmol) of 1-(4-aminophenyl)pyrazole and 182 muL (2.36 mmol) of trifluoroacetic acid in 3.2 mL of acetonitrile. After heating the reaction mixture overnight, a heavy precipitate forms. The cooled reaction mixture is diluted with ethyl acetate and filtered. The solids are washed with ethyl acetate and dried to give 315 mg (86percent) of the trifluoroacetate salt of the title compound: mp 249-252° C. (dec). Analysis calculated for C18H19N7O.C2HF3O2: C, 51.84; H, 4.35; N, 21.16. Found: C, 51.94; H, 4.37; N, 21.02.

The chemical industry reduces the impact on the environment during synthesis 4-Pyrazol-1-yl-phenylamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Dobrusin, Ellen Myra; Hamby, James Marino; Kramer, James Bernard; Schroeder, Mel Conrad; Showalter, Howard Daniel Hollis; Toogood, Peter; Trumpp-Kallmeyer, Susanne A.; US2004/44012; (2004); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 17635-45-9, These common heterocyclic compound, 17635-45-9, name is 4-Pyrazol-1-yl-phenylamine, 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 11 4-Pyridinecarboxyaldehyde 4-(pyrazol-1-yl)phenylhydrazone; [Show Image] 4-(Pyrazol-1-yl)phenylamine (646 mg) was dissolved in water (10 ml) and concentrated hydrochloric acid (10 ml), and an aqueous solution (4 ml) of sodium nitrite (336 mg) was added to the solution at 0°C over 30 minutes. After stirring at the same temperature for 30 minutes, a concentrated hydrochloric acid solution (3 ml) of tin chloride dihydrate (1.83 g) was added to the mixture, followed by stirring at room temperature for 30 minutes. The reaction mixture was alkalified by adding 20percent aqueous solution of potassium hydroxide and extracted with chloroform: methanol = 9:1 (100 ml) twice. After drying over anhydrous sodium sulfate, the solvent was evaporated to obtain a reddish brown residue. The residue and 4-pyridinecarboxyaldehyde (324 mul) were dissolved in ethanol (8 ml) and heated under reflux for 15 hours. The solvent was evaporated, and then the residue was purified by flash silica gel column chromatography (chloroform: methanol = 10:1) to obtain the title compound (107 mg) as a reddish brown solid. 1H-NMR (400 MHz, D2O) delta: 6.35 (1H, s), 6.95 (2H, d, J=8.6 Hz), 7.14 (1H, s), 7.22 (2H, d, J=9.0 Hz), 7.47 (2H, d, J=5.8 Hz), 7.51 (1H, s), 7.76 (1H, s), 8.07 (2H, d, J=5.8 Hz). ESI-MS m/z: 264 (M+H)+

Statistics shows that 4-Pyrazol-1-yl-phenylamine is playing an increasingly important role. we look forward to future research findings about 17635-45-9.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1612204; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 17635-45-9,Some common heterocyclic compound, 17635-45-9, name is 4-Pyrazol-1-yl-phenylamine, molecular formula is C9H9N3, 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: A mixture of aniline derivative 1a?1e (1 mmol) and 1 cm3concentrated hydrochloric acid was thoroughly stirred atroom temperature for 15 min and then cooled to 0 C. Asolution containing 0.069 g sodium nitrite (1 mmol) in 10 cm3 water was added dropwise to the initial mixtureduring 40 min. An aqueous solution of aromatic nucleophile(1 mmol) in NaOH 10percent (5 cm3) was then addedand the resulted mixture was stirred for 1 h at 0 C. Theprecipitated solid was filtered, washed with water and dried in air. The products 2a?2c, 2e, 2f, 2m, and 2o were purifiedby recrystallization in ethanol, but preparative TLC (nhexane?EtOAc, 4:1) was applied for purification of products2d, 2g?2l, 2n, and 2p.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Pyrazol-1-yl-phenylamine, its application will become more common.

Reference:
Article; Ghasemi, Zarrin; Azizi, Sajjad; Salehi, Roya; Kafil, Hossein Samadi; Monatshefte fur Chemie; vol. 149; 1; (2018); p. 149 – 157;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 17635-45-9, 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. 17635-45-9, name is 4-Pyrazol-1-yl-phenylamine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred suspension of thioacid (1.0 mmol) in THF (5 mL) were added I2 (0.6 mmol, 152 mg), DIPEA (1.2 mmol, 0.156 mL) and HOBt (2.0 mmol, 270 mg) at r.t., followed by the appropriate amine(1.1 mmol). The reaction mixture was stirred for 0.5 to 1 h as analyzed by TLC (until complete disappearance of the thioacid was observed). After the reaction was complete, the solvent was evaporated under vacuum and diluted with EtOAc (20 mL). The organic phase was washed with 10percent HCl (2 × 10 mL), 1 N Na2CO3(3 × 10 mL), H2O (2 × 10 mL) and brine (10 mL) and then dried over anhydrous Na2SO4. The solvent was filtered and evaporated under reduced pressure. The crude reaction mixture was purified under column chromatography using hexane?EtOAc (7:3) as the eluentto afford the desired product.

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-Pyrazol-1-yl-phenylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Madhu, Chilakapati; Vishwanatha; Sureshbabu, Vommina V.; Synthesis; vol. 45; 19; (2013); p. 2727 – 2736;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 17635-45-9, name is 4-Pyrazol-1-yl-phenylamine, belongs to pyrazoles-derivatives 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 17635-45-9, Recommanded Product: 4-Pyrazol-1-yl-phenylamine

General procedure: A dry 50 mL capacity carousel reaction tube was charged with the relevant substituted indole (1.5 mmol), and this starting material dissolved in dry THF (12 mL). Oxalyl chloride (144 muL, 209 mg, 1.65 mmol) was added and the mixture stirred at room temp. After 24 h, either N,N-diisopropylethylamine (590 muL, 438 mg, 3.4 mmol) or 2,6-lutidine(396 muL, 364 mg, 3.4 mmol) was introduced to the reaction, followed by the relevant amine (1.8 mmol). The temperature was raised to 45 °C, and heating continued for 18 h. The solvent was evaporated, then the residue resuspended in a mixture of ethyl acetate (20 mL) and brine (10 mL) and stirred vigorously for 30 min. After passing through a liquid-liquid extraction column, ensuring washing through of the column with additional ethyl acetate, a second extraction was carried out with sat. NH4Cl (10 mL) in the same manner. Product solutions were then evaporated to dryness giving the crude indole-3-glyoxylamide derivatives, which were purified as necessary (see Supplementary Information for individual compound details). Typically, two sequential recrystallizations, from ethyl acetate-hexane followed by 2-propanol-water, afforded final products of good purity. For products derived from poorly nucleophilic anilines (p-1H-pyrazol-1-ylaniline,p-pyrrol-1-ylaniline and p-morpholinoaniline), a further modification was used. Immediately following introduction of the arylamine to the reaction mixture, DMAP (18 mg, 0.15 mmol, 10 molpercent) was added to assist the final step, as its use was found to enhance the extent of conversion in the final step in such cases.

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-Pyrazol-1-yl-phenylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Thompson, Mark J.; Louth, Jennifer C.; Ferrara, Steven; Jackson, Matthew P.; Sorrell, Fiona J.; Cochrane, Edward J.; Gever, Joel; Baxendale, Sarah; Silber, B. Michael; Roehl, Henry H.; Chen, Beining; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 4125 – 4132;,
Pyrazole – Wikipedia,
Pyrazoles – 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. 17635-45-9, name is 4-Pyrazol-1-yl-phenylamine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 4-Pyrazol-1-yl-phenylamine

General procedure: A mixture of aniline derivative 1a?1e (1 mmol) and 1 cm3concentrated hydrochloric acid was thoroughly stirred atroom temperature for 15 min and then cooled to 0 C. Asolution containing 0.069 g sodium nitrite (1 mmol) in 10 cm3 water was added dropwise to the initial mixtureduring 40 min. An aqueous solution of aromatic nucleophile(1 mmol) in NaOH 10percent (5 cm3) was then addedand the resulted mixture was stirred for 1 h at 0 C. Theprecipitated solid was filtered, washed with water and dried in air. The products 2a?2c, 2e, 2f, 2m, and 2o were purifiedby recrystallization in ethanol, but preparative TLC (nhexane?EtOAc, 4:1) was applied for purification of products2d, 2g?2l, 2n, and 2p.

According to the analysis of related databases, 17635-45-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ghasemi, Zarrin; Azizi, Sajjad; Salehi, Roya; Kafil, Hossein Samadi; Monatshefte fur Chemie; vol. 149; 1; (2018); p. 149 – 157;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 17635-45-9, 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. 17635-45-9, name is 4-Pyrazol-1-yl-phenylamine, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 25 1-Isopropyl-7-[4-(pyrazol-1-yl)phenylamino]-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one; Compound With Trifluoroacetic Acid Prepared from 200 mg (0.79 mmol) of 1-isopropyl-7-methanesulfinyl-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one, 250 mg (1.57 mmol) of 1-(4-aminophenyl)pyrazole and 182 muL (2.36 mmol) of trifluoroacetic acid in 3.2 mL of acetonitrile. After heating the reaction mixture overnight, a heavy precipitate forms. The cooled reaction mixture is diluted with ethyl acetate and filtered. The solids are washed with ethyl acetate and dried to give 315 mg (86percent) of the trifluoroacetate salt of the title compound: mp 249-252° C. (dec). Analysis calculated for C18H19N7O.C2HF3O2: C, 51.84; H, 4.35; N, 21.16. Found: C, 51.94; H, 4.37; N, 21.02.

The chemical industry reduces the impact on the environment during synthesis 4-Pyrazol-1-yl-phenylamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Dobrusin, Ellen Myra; Hamby, James Marino; Kramer, James Bernard; Schroeder, Mel Conrad; Showalter, Howard Daniel Hollis; Toogood, Peter; Trumpp-Kallmeyer, Susanne A.; US2004/44012; (2004); A1;,
Pyrazole – Wikipedia,
Pyrazoles – 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. 17635-45-9, name is 4-Pyrazol-1-yl-phenylamine, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

Example 274 Synthesis of 5-(4-(1H-pyrazol-1-yl)phenylamino)-7-(cyclopropylamino)-2-methylpyrazolo[1,5-a]pyrimidine-3-carbaldehyde To 4-(1H-pyrazol-1-yl)aniline (54 mg, 0.34 mmol), Cs2CO3 (130 mg, 0.4 mmol) were added to tert-butyl 5-chloro-3-formyl-2-methylpyrazolo[1,5-a]pyrimidin-7-yl(cyclopropyl)carbamate (100 mg, 0.29 mmol) dissolved in 1,4-dioxane (1.1 mL). Racemic BINAP (11 mg, 0.017 mmol) and palladium(II) acetate (8 mg, 0.011 mmol) were then added. The mixture was sealed and irradiated at 110° C. for 60 min in the microwave. Et2O (3 mL) was added and the solution was filtered. The filtrate was concentrated in vacuo. The crude residue was dissolved in dichloromethane (1.5 mL) and trifluoroacetic acid (1.5 mL). After stirring at room temperature for 1 hour, the solution was concentrated under a stream of air. The crude material was purified by silica gel chromatography (15percent acetone/dichloromethane) to yield the product, 5-(4-(1H-pyrazol-1-yl)phenylamino)-7-(cyclopropylamino)-2-methylpyrazolo[1,5-a]pyrimidine-3-carbaldehyde (24 mg, 23percent yield). LCMS (M+1=374)

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; SENHWA BIOSCIENCES, INC.; Haddach, Mustapha; Tran, Joe A.; Pierre, Fabrice; Regan, Collin F.; Raffaele, Nicholas; Ravula, Suchitra; Ryckman, David M.; (417 pag.)US9303033; (2016); B2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics