Tag: M.W:100-200

These common heterocyclic compound, 3994-50-1, name is 1-Methyl-4-nitro-1H-pyrazole, 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. Recommanded Product: 3994-50-1

To a solution of tert-butyl N- [(15)-i -(5 -bromopyridin-3 -yl)but-3 -en- l-yl]carbamate (1.0 g, 3.06 mmol), prepared as described in Intermediate 26, in dioxane (10ml) was added 1-methyl-4-nitro-1H-pyrazole (0.427 g, 3.36 mmol), di(adamantan-1-yl)(butyl)phosphine (0.164 g, 0.458 mmol), K2C03 (1.267 g, 9.17 mmol) and pivalic acid(0.106 ml, 0.917 mmol). The reaction mixture was purged with Ar. Pd(OAc)2 (0.069 g,0.306 mmol) was added and the solution was stirred at 100 C. After 4 h, the reactionwas quenched with water (20 ml) and extracted with EtOAc (3 x 50 ml). The combinedorganic layers were washed with brine (20 ml), dried (MgSO4), filtered, and concentrated.The residue was purified by normal phase chromatography using heptanes and EtOAc aseluents to give tert-butyl N-[( 15)-i -[5 -(1 -methyl-4-nitro- 1 H-pyrazol-5 -yl)pyridin-3 -yl]but-3-en-i-yl]carbamate (0.85 g, 74%) as a white foam. MS(ESI) m/z: 374.5 (M+H).?H NMR (500MHz, CDC13) oe 8.74 (d, J=i .9 Hz, 1H), 8.57 (d, J=i .9 Hz, 1H), 8.25 (s,1H), 7.72 (t, J=i.9 Hz, 1H), 5.73 (ddt, J=17.i, 10.2, 7.2 Hz, 1H), 5.26 – 5.17 (m, 2H),4.99 (br. s., 1H), 4.93 – 4.84 (m, 1H), 3.80 (s, 3H), 2.75 – 2.52 (m, 2H), 1.43 (br. s., 9H).

The synthetic route of 1-Methyl-4-nitro-1H-pyrazole has been constantly updated, and we look forward to future research findings.

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 34605-66-8 as follows. Recommanded Product: 34605-66-8

To a solution of 3-(2,5-dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole (6.4 g) in tetrahydrofuran (70 mL) was added dropwise n-butyllithium (1.6 M hexane solution, 27 mL) at -78 C., and the mixture was stirred at the same temperature for 1 hr. To the reaction mixture was added dropwise di-tert-butyl dicarbonate (11 mL) at -78 C., and the mixture was stirred for 2 hr while gradually raising the temperature to room temperature. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (7.9 g). 1H NMR (400 MHz, DMSO-d6) delta1.56 (9H, s), 1.94-2.13 (6H, m), 4.09 (3H, s), 5.77 (2H, s), 6.84 (1H, s). MS(ESI+): [M+H]+ 276.1.

According to the analysis of related databases, 34605-66-8, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 52222-73-8, name is 4-(Trifluoromethyl)-1H-pyrazole, 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 52222-73-8, Computed Properties of C4H3F3N2

Example 29 2-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-4-[4-(trifluoromethyl)-1H-pyrazol-1-yl]-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one Under argon atmosphere, 200 mg (purity 62%, 0.24 mmol) of 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-iodo-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one (example 15A) was suspended in 2.5 ml of absolute acetonitrile, and 656 mg (4.82 mmol) of 4-(trifluoromethyl)-1H-pyrazole, 157 mg (0.48 mmol) of caesium carbonate, 7 mg (0.05 mmol) of copper(I) oxide and 26 mg (0.19 mmol) of 2-hydroxybenzaldehyde-oxime were added. The mixture was heated in the microwave for 1 h at 200 C. The reaction solution was filtered and purified by preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid, gradient 20:80?100:0). 85 mg (63% of theor.) of the target compound was obtained. LC-MS (method 1): Rt=1.33 min; MS (ESIpos): m/z=523 [M+H]+ 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=1.56 (s, 6H), 5.91 (s, 2H), 7.15 (t, 1H), 7.20-7.25 (m, 2H), 7.34-7.39 (m, 1H), 7.52 (dd, 1H), 8.51 (s, 1H), 8.71 (dd, 1H), 8.92 (dd, 1H), 9.30 (s, 1H), 11.99 (s, 1H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Synthetic Route of 1572-10-7, 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. 1572-10-7 name is 3-Amino-5-phenylpyrazole, 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.

General procedure: The compound tetronic acid (15) (80 mg, 0.8 mmol) was dissolved in 4 mL of ethanol, followed by addition of terphenyl aldehyde 13a (221.2 mg, 0.8 mmol) and 3-amino-5-phenyl pyrazole 14a (127.2 mg, 0.8 mmol). The reaction mixture was refluxed in ethanol at 78 C for an hour. Then reaction suspension was cooled to room temperature, and the precipitated product was collected by vacuum filtration and washed with ethanol (3 mL), then recrystallized from ethanol to afford pure compound 8a as a white solid, 340 mg in 85% yield. Mp: 273-274 C; 1H NMR (300 MHz, DMSO-d6): delta 4.80 (s, 2H), 5.25 (s, 1H ), 6.89-6.99 (m, 1H), 7.19-7.35 (m, 7H), 7.42-7.52 (m, 4H), 7.65 (dd, 4H, J = 8.8, 11.7 Hz), 8.05 (s, 1H), 10.19 (s, 1H ), 12.56 (s, 1H); 13C NMR (300 MHz, DMSO-d6): delta 30.5, 64.8, 94.4, 99.8, 111.1, 111.3, 113.2, 121.3, 125.4, 126.1, 126.7, 126.9, 127.1, 127.2, 127.3, 128.3, 128.7, 128.8, 132.7, 137, 137.2, 138.8, 139.3, 145.8, 152.7, 157.7, 172.2; MS (ESI): 500 [M+H]+; HRMS (ESI) calcd for C32H23O2N3F [M+H]+ 500.1712; found: 500.1738.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Amino-5-phenylpyrazole, and friends who are interested can also refer to it.

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. 18213-75-7, name is 5-Amino-1-methyl-1H-pyrazole-4-carboxamide, A new synthetic method of this compound is introduced below., SDS of cas: 18213-75-7

To 5 -amino- 1 -methyl- lH-pyrazole-4-carboxamide (2 g, 14.3 mmol) and sodium 2,2-difluoro-2-(5-fluoropyridin-2-yl)acetate (3.64 g, 17.12 mmol) was added trimethylsilyl polyphosphate (20 mL) and the mixture was heated at 130 C overnight. The solution was cooled, equal volumes of EtOAc and water were added, and the mixture was stirred for 30 min. The organic layer was washed with brine, separated, dried over Na2S04, filtered, and concentrated under reduced pressure. The residue was dissolved in DCM and extracted with 1 N aqueous NaOH. The aqueous layer was washed with DCM and then acidified with 4 N HC1 and extracted with EtOAc. The organic layer was separated, dried over Na2S04, filtered, and concentrated under reduced pressure to afford 6-(difluoro(5-fluoropyridin-2- yl)methyl)-l -methyl- lH-pyrazolo[3,4-d]pyrimidin-4-ol (1.85 g, 44%) as a solid, which was used without further purification. H NMR (300 MHz, DMSO-t 6) delta 11.67 (s, 1H), 8.77 (s, 1H), 7.95 – 8.21 (m, 3H), 3.74 (s, 3H).

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.

Electric Literature of 14521-80-3,Some common heterocyclic compound, 14521-80-3, name is 3-Bromo-1H-pyrazole, molecular formula is C3H3BrN2, 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.

23a 3-Bromo-l-(4-nitrophenyl)-l /-pyrazole 23a: Sodium hydride (60% w/w in mineral oil, 41 mg, 1.02 mmol, 1.5 equiv) was carefully added in portions to a stirred solution of 22a (100 mg, 0.68 mmol, 1.0 equiv) in THF (6.8 mL) at 0 C. After 20 min, 1-fluoro -4 -nitrobenzene 22c (0.08 mL, 0.75 mmol, 1.1 equiv) was added dropwise, and the reaction mixture was set to reflux at 60 C. Upon consumption of the starting material as indicated by TLC, the reaction mixture was cooled to 25 C, quenched with a saturated solution of aqueous ammonium chloride (1.2 mL), and the two phases were separated. The aqueous layer was extracted with ethyl acetate (3 x 5 mL), and the combined organic layers were dried with anhydrous magnesium sulfate and concentrated in vacuo. The crude residue obtained was purified by flash column chromatography (silica gel, 20% ethyl acetate in hexanes) to afford -arylpyrazole 23a (144 mg, 0.54 mmol, 79%) as a white solid. 23a: Rf = 0.30 (silica gel, 20% ethyl acetate in hexanes); FT-IR (neat) v 3144, 1595, 1516, 1407, 1359, 1335, 1200, 1176, 1112, 1042, 955, 937, 852, 749, 732, 684 cm 1; NMR (600 MHz, CDC13) delta = 8.33 (d, J = 9.2 Hz, 2 H), 7.93 (d, J = 2.6 Hz, 1 H), 7.84 (d, J = 9.2 Hz, 2 H), 6.58 (d, J = 2.6 Hz, lH) ppm; 13C NMR (151 MHz, CDC13) delta = 145.9, 143.7, 130.7, 129.0, 125.6, 118.6, 112.6 ppm; HRMS (ESI) calcd for C9H6BrN302 [M+H]+ 267.9716 found 267.9711.

The synthetic route of 14521-80-3 has been constantly updated, and we look forward to future research findings.

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. name: 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.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 17635-45-9, its application will become more common.

Reference of 175277-11-9, A common heterocyclic compound, 175277-11-9, name is 3-tert-Butyl-1-methylpyrazole-5-carboxylic Acid, molecular formula is C9H14N2O2, 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.

General procedure: Thearyl acid (1 eq) was dissolved into DMF (1-3 mL/1 mmol) and cooled to 0C. HATU(1.2 eq) and DIPEA (3.5 eq) were then added and reaction was stirred at 0C for5-10 min. The amino acid methyl ester (1 eq) was then added and reaction wasallowed to warm and stir at room temperature overnight. Reaction was pouredinto water,and extracted with EtOAc. The organic layers were combined andwashed with a 1N HCl(aq) solution, sat. NaHCO3 (aq)solution, and brine, dried over MgSO4, and concentrated in vacuo.The crude material was purified by flash chromatography (0-100% EtOAc:Hexanes gradient).9-99%

The synthetic route of 175277-11-9 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 92933-47-6, 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. 92933-47-6, name is 5-Isopropyl-1H-pyrazole-3-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 3 (R)-N-(1-(3-isopropyl-1H-pyrazole-5-carbonyl) pyrrolidin-3-yl)cyclopro pane carboxamide To a solution of 3-isopropyl-1H-pyrazole-5-carboxylic acid (220 mg, 1.43 mmol) in DMF (5 mL) was added HATU (690 mg, 1.82 mmol) and DIPEA (0.7 mL, 0.39 mmol) at room temperature. The reaction mixture was stirred for 30 mm and then (R)-N-(pyrrolidin-3-yl) cyclopropanecarboxamidehydrochloride (200 mg, 1.30 mrnol) was added and the mixture was stirred for another 2 his. Thenthe mixture was filtered and purified by preparative HPLC to give desired product (136.8 mg, 36%yield). ?HNMR (400 MHz, CD3OD) 6 6.48 (s, 111), 4.41 – 4.38 (m, IH), 4.03 – 3.75 (m, 4H), 3.05 -3.02 (m, IH), 2.20-2.15 (m, 11-I), 1.97 1.96 (m, 1H), 1.59- 1.57 (m, IH), 0.86-0.82 (m, 2H),0.75 – 0.73 (m, 2H). LCMS (ESI) mlz: 291.1 [M+Hj, RT = 0.687 mm (LCMS Method E).

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, 5-Isopropyl-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference of 31037-02-2, 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. 31037-02-2 name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, 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.

The ligand, L (0.169 g; 1 mmol), was dissolved in hot MeOH (5 cm3), and CuBr2 (0.11 g; 0.5 mmol) was added. Two days later, the brown needle-like microcrystals were filtered and washed with MeOH and Et2O. Yield: 0.143 g (54%). Calcd.(Found) for CuC14H22N6Br2: C, 29.93; H, 3.92; N, 14.96. (C,29.79; H, 3.93; N, 14.94). IR bands [ v/cm-1]: 3488, 3441,3348, 1683, 1632, 1557, 1458, 1124, 773. Molar conductivity, LambdaM (S cm2 mol-1): 61 (DMF).

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