Day: March 15, 2021

2458-26-6, name is 3-Phenyl-1H-pyrazole, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C9H8N2

General procedure: A mixture of acetophenone and dimethylformamide dimethylacetal (2.0 equiv.) was refluxed overnight. The reaction mixture was allowed to cool down to room temperature and was concentrated under reduced pressure. The remaining residue was suspended in hexanes and filtered. The filter cake was washed with plenty of hexanes. (E)- 3-(dimethylamino)-l- phenylprop-2-en-l-one was obtained. (0260) Hydrazine-monohydrate (5.0 equiv.) was added to a solution of (E)- 3- (dimethylamino)-l-phenylprop-2-en-l-one in EtOH and the resulting reaction mixture was refluxed for 2 hours. The reaction was then allowed to cool down to room temperature and was concentrated under reduced pressure. The remaining residue was diluted with H2O and extracted with CH2CI2. The organic phase was dried over MgS04, filtered and concentrated under reduced pressure. The residue was considered pure enough by -NuMuKappa (>95%) to be used without further purification. (0261) A mixture of phenylpyrazole, iodoarene (1.0 equiv.), copper iodide (20 mol%), trans- (0262) 1,2-diaminocyclohexane (25 mol%), potassium carbonate (2.0 equiv.) in dioxane was stirred at 100C under argon for 16 hours. After cooling down to room temperature, the reaction mixture was diluted with H2O and extracted with EtOAC. The gathered organic phases were washed with NH4CI/NH3 (v/v : 1/1), brine, dried over MgSC , filtered and concentrated under reduced pressure. The remaining residue was purified by column chromatography on silica gel (Hexanes/EtOAc).

The synthetic route of 2458-26-6 has been constantly updated, and we look forward to future research findings.

Electric Literature of 3469-69-0,Some common heterocyclic compound, 3469-69-0, name is 4-Iodopyrazole, molecular formula is C3H3IN2, 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.

1-(ethoxyethyl)-4-iodo-1H-pyrazole (20).; A 22 L 4-neck flask equipped with an mechanical stirrer, thermowell, N2 inlet and condenser was charged with 4-iodo-1H-pyrazole (14, 1.00 Kg, 5.16 mol) and toluene (10 L) and ethyl vinyl ether (18, 557 g, 740 mL, 7.73 mol, 1.5 equiv) was added. To the suspension 4 M HCl in dioxane (32 mL, 0.128 mol, 0.025 equiv) was added over 5 min with formation of a slightly thicker white suspension. The mixture was heated carefully to 35-40 C. at which point a mild exotherm to about 40 C. occurred with rapid dissolution of all solids to give a clear light yellow solution. The reaction mixture was heated at about 40 C. for an additional 0.5 hr until the GC analysis indicated the reaction was complete. The solution was allowed to cool to 25-30 C. and solid NaHCO3 (108 g, 1.29 mol, 0.25 equiv) was added. The suspension was stirred for 1 hr at room temperature to ensure the complete neutralization of HCl. The mixture was then filtered and the filtrate was concentrated under reduced pressure. The residual liquid was fractionally distilled to afford 1-(ethoxyethyl)-4-iodo-1H-pyrazole (20, 1.346 Kg, 1.373 Kg theoretical, 98%) as a pale yellow liquid (bp 89-93 at about 1 torr). For 20: 1H NMR (CDCl3, 250 MHz) delta ppm 7.61 (s, 1H), 7.47 (s, 1H), 5.46 (q, 1H, J=6.0 Hz), 3.48-3.23 (m, 2H), 1.60 (d, 3H, J=6.0 Hz), 1.11 (t, 3H, J=7.0 Hz); C7H11IN2O (MW, 266.08), LCMS (EI) m/e 267 (M++H).

The synthetic route of 3469-69-0 has been constantly updated, and we look forward to future research findings.

Electric Literature of 25016-16-4, 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. 25016-16-4, name is 1-(1H-Pyrazol-4-yl)ethanone belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 1. 1-(1-((6-(trifluoromethyl)pyridin-3-yl)methyl)-1H-pyrazol-4-yl)ethan-1-one Sodium hydride (60% oil dispersion; 800 mg, 20 mmol) was added to a cooled (0 C.) solution of 1-(1H-pyrazol-4-yl)ethanone (2 g, 18.2 mmol) in DMF (20 ml) and stirred for 1 hour at 0 C. 5-(Chloromethyl)-2-(trifluoromethyl)pyridine (3.91 g, 20 mmol) was added to the reaction and allowed to warm to room temperature overnight. The reaction mixture was poured into ice water and extracted with ethyl acetate (3*75 ml). The combined organic extracts were dried over magnesium sulfate, filtered, and evaporated in vacuo. The crude product was purified by column chromatography (SiO2) eluting with a gradient of 0-5% methanol in dichloromethane. The desired fractions were evaporated to afford the title product as a yellow solid. ESMS(M+1)=270.14.

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-(1H-Pyrazol-4-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Electric Literature of 3994-50-1,Some common heterocyclic compound, 3994-50-1, name is 1-Methyl-4-nitro-1H-pyrazole, molecular formula is C4H5N3O2, 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 N2 flushed pressure vial was added 5.6:1 of (S)-N-[( 15)-i -(6- chloropyridin2-yl)but-3-en- 1 -yl]-2-methylpropane-2-sulfinamide: (S)-N-[(iR)- 1 -(6-chloropyridin-2-yl)but-3 -en-i -yl] -2-methylpropane-2-sulfinamide (2. 18 g, 7.60 mmol), 1 -methyl-4-nitro- iH-pyrazole (0.966 g, 7.60 mmol), prepared as described in Intermediate 32A, di(adamant-i-yl)(butyl)phosphine (0.954 g, 2.66 mmol), PvOH (0.300 ml, 2.58 mmol), K2C03 (3.62 g, 26.2 mmol), Pd(OAc)2 (0.341 g, 1.52 mmol) and DMF (15.2 mL). The vial was purged with Ar. The vial was sealed and heated at 120 C overnight. Thereaction mixture was cooled to rt, partitioned between water and EtOAc, and the layers were separated. The aqueous layer was extracted with EtOAc (3x) and the organic layers were combined and concentrated. The crude product was purified using normal phase chromatography followed a second purification by reverse phase chromatography to give (S)-2-methyl-N-[( 1 R)- 1 -[6-( 1 -methyl-4-nitro- 1 H-pyrazol-5-yl)pyridin-2-yl]but-3-en- 1- yl]propane-2-sulfinamide (Diastereomer A) (0.275 g, 13%), MS(ESI) m/z: 274.4 (M+H) and (S)-2-methyl-N- [(1 S)- 1- [6-( 1 -methyl-4-nitro- 1 H-pyrazol-5 -yl)pyridin-2-yl]but-3-en-i-yl]propane-2-sulfinamide (Diastereomer B) (1.2 g, 57%); MS(ESI) m/z:274.4 (M+H).

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

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. 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., Application In Synthesis of Ethyl 1H-pyrazole-3-carboxylate

Description 43; Ethyl 1 -[(3-bromo-4-cyanophenyl)methyl]-1 H-pyrazole-3-carboxylate (D43); A suspension of ethyl 1 H-pyrazole-3-carboxylate (D1 ) (3.298g, 0.024 mol), 4- (bromomethyl)-2-bromobenzonitrile (D42) (6.48g, 0.024 mol) and potassium t- butoxide (2.903g, 0.026 mol), in ethanol (250ml) was heated at 6O0C overnight. The reaction mixture was concentrated in vacuo and dissolved in water (~250ml) and ethylacetate (-25OmI), the layers were partitioned and the aq was washed twice with ethylacetate (2x 100ml). The combined organics were passed through a phase separating cartridge to dry and concentrated in vacuo. The residue was scratched down and stirred in ethylacetate (~50ml) and the resultant solid was filtered off. The mother liquors were concentrated in vacuo and purified by Biotage SP4 with 4OM cartridge and 30-70percent ethylacetate/hexane as eluant. The product containing fractions were combined and concentrated. This product was combined with the first crop to yield the title compound as a white solid (1.55g, 4.6 mmol). MS (ES+): requires C14H1279BrN3O2 333; found 334 (M+H+).

The synthetic route of 5932-27-4 has been constantly updated, and we look forward to future research findings.

Application of 14521-80-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 14521-80-3 name is 3-Bromo-1H-pyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 3-bromo-1H-pyrazole (5.39 g, 36.67 mmol) and triphenylchloromethane (10.40 g, 37.41 mmol) in DCM (300 ml) was added trimethylamine (7.41 g, 73.37 mmol). The reaction mixture was heated at 50 00 for 18 hours (overnight). After this time, the mixture was concentrated under reduced pressure and chromatographed [Si02] to give 3-bromo-1-trityl-pyrazole (P17) (8.97 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-1H-pyrazole, and friends who are interested can also refer to it.

Synthetic Route of 151521-49-2, These common heterocyclic compound, 151521-49-2, name is 4-Isopropyl-1H-pyrazol-5-amine, 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 chilled solution of 4-isopropyl-1 H-pyrazol-5-amine (2.5 g, 20 mmol) in 20 ml DCM ethoxycarbonyl isothiocyanate (2.6 g, 20 mmol) dissolved in 10 ml DCM were added dropwise. The resulting suspension was further diluted with 30 ml DCM and stirred for 2 h. The product was collected, washed with DCM and dried. 2.0 g (7.8 mmol) of thisraw material together with 3.2 g (23.4 mmol) were then refluxed in 15 ml MeCN for 2 h. After careful neutralization with acetic acid the solvent was removed in vacuo. The remaining solid was suspended in water. The product was collected, washed with water and dried to yield title compound (II) as colorless powder. 1 H-NMR (400MHz, d6-DMSO, 300K) delta 1 .14 (d, J = 6.8 Hz, 6H), 3.12 (h, J = 6.8 Hz, 1 H), 7.88 (s, 1 H), 12.60 (s, broad, 1 H), 13.34 (s, broad, 1 H); MS (ES) C8H10N4OS, requires 210.06, found 21 1 .3 (M+H)+.

Statistics shows that 4-Isopropyl-1H-pyrazol-5-amine is playing an increasingly important role. we look forward to future research findings about 151521-49-2.

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. 179692-08-1, name is Ethyl 4-iodo-1H-pyrazole-5-carboxylate, A new synthetic method of this compound is introduced below., Formula: C6H7IN2O2

60% sodium hydride (99 mg) was added to a solution of the compound 0215-2 (0.50 g) and iodomethane (0.23 mL) in tetrahydrofuran (2.0 mL) at 0C, and the mixture was stirred at room temperature for 0.5 hours. To the reaction solution, a saturated aqueous ammonium chloride solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and then dried over sodium sulfate. The solvent was removed under reduced pressure and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain a compound 0215-2 (0.37 g) as a colorless oily substance. – Synthesis of Compound 0219 – (Synthesis of Compound 0219-1) The same method as in Example 215 except for using (2-(trimethylsilyl)ethoxy)methyl chloride instead of iodomethane used for the synthesis of the compound 0215-2 in Example 215 was used to obtain a compound 0219-1 (0.273 g) as a position isomer mixture (colorless oily substance).

The synthetic route of 179692-08-1 has been constantly updated, and we look forward to future research findings.

Reference of 92534-69-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 92534-69-5 name is 1-Methyl-4-nitro-1H-pyrazole-5-carboxylic acid, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A solution of 1-methyl-4-nitro-1H-pyrazole-5-carboxylic acid (1.03 g, 6 mmol), EtBr (3 mL) and K2CO3 (1.66 g, 12 mmol) in DMF (30 mL) was stirred for 1 hour at 60 oC. Then it was poured into water and extracted with EA(3x) to give desired compound as a light yellow solid. (995 mg, 83 %). ESI-MS m/z: 200.2 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-4-nitro-1H-pyrazole-5-carboxylic acid, and friends who are interested can also refer to it.

Some common heterocyclic compound, 28466-26-4, name is 4-Aminopyrazole, molecular formula is C3H5N3, 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. SDS of cas: 28466-26-4

Compound 31-a (130 mg, 1.5 mmol) and compound 5 (222 mg, 0.5 mmol) were dissolved in n-butanol (10 mL), p-toluene sulfonic acid monohydrate (344 mg, 2.0 mmol) was added. The mixture was heated to 120 C. and stirred for 3 hours. After cooled to room temperature, the mixture was treated with saturated aqueous sodium bicarbonate solution (10 mL), then extracted with dichloromethane (10 mL¡Á3). The organic layers were combined, washed with water (10 mL¡Á3) and saturated brine (10 mL) in sequence, dried over anhydrous sodium sulfate, then filtrated. The residue was purified by preparation HPLC (mobile phase:water (0.04% trifluoroacetic acid), acetonitrile; gradient: 32%-62%) to give compound T-31 (143 mg, yield: 61%). LC-MS (ESI): m/z=470 [M+H]+. (0255) 1H-NMR (400 MHz, DMSO-d6) delta: 9.43 (s, 1H), 8.81 (s, 1H), 8.37 (s, 1H), 8.34 (d, J=4.0 Hz, 1H), 7.87 (s, 2H), 739 (d, J=4.0 Hz, 1H), 4.57 (d, J=8 Hz, 2H), 4.27 (d, J=8 Hz, 2H), 3.91 (s, 4H), 3.24 (q, J=6 Hz, 2H), 1.25 (t, J=6 Hz, 3H) ppm

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 28466-26-4, its application will become more common.