Day: May 10, 2021

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.

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 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.

Adding a certain compound to certain chemical reactions, such as: 1192-21-8, name is 1-Methyl-1H-pyrazol-5-amine, 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 1192-21-8, Computed Properties of C4H7N3

Step ()N-(2-(5-chloro-2-(l -methyl- lH-pyrazol-5-ylamino)pyrimidin-4-ylamino)-5- methoxyphenyl)methanesulfonamideA mixture of N-(2-(2,5-dichloropyrimidin-4-ylamino)-5-methoxyphenyl) methane sulfonamide (2 g, 5.5 mmol, see Example 1 steps (i) and (ii)), l-methyl-lH-pyrazol-5-amine (536 mg, 5.5 mmol), palladium acetate (61 mg, 2.8 mmol), Xantphos (159 mg, 2.7 mmol) and cesium carbonate (1.79 g, 5.5 mmol) in 1,4-dioxane (40 mL) was stirred at 1600C for 2 h in a microwave reactor then concentrated in vacuo. The residue was partitioned between DCM and water and the aqueous layer was extracted three times with DCM. The combined organic layer was washed with brine (5 mL), dried (MgSO4), concentrated in vacuo and purified by flash chromatography (silica gel, 0-5% methanol-DCM with 0.1% triethylamine) to afford the title compound (504 mg, 22%).

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

Reference of 294877-29-5, 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. 294877-29-5 name is 1-(3-Bromophenyl)-3,5-dimethyl-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.

Synthesis of N-(3-(3,5-dimethyl-1H-pyrazol-1-yl)phenyl)benzenamine A-NH-1DM To a Schlenck tube equipped with a magnetic stir bar and a condenser was added 1-(3-bromophenyl)-3,5-dimethyl-1H-pyrazole A-Br-1DM (1507 mg, 6.0 mmol, 1.0 eq), tBuONa (923 mg, 9.6 mmol, 1.6 eq), Pd2(dba)3 (110 mg, 0.12 mmol, 0.02 eq), JohnPhos (72 mg, 0.24 mmol, 0.04 eq), and toluene (24 mL) under nitrogen. The mixture was stirred in an oil bath at a temperature of 85-95 C. for 46 hours then cooled down to ambient temperature. The solvent was removed and the residue was purified through column chromatography on silica gel using hexane/ethyl acetate (3:1) as eluent to obtain the desired product N-(3-(3,5-dimethyl-1H-pyrazol-1-yl)phenyl)benzenamine A-NH-1DM as a brown liquid 1.48 g in 94% yield. 1H NMR (DMSO-d6, 400 MHz): delta 2.16 (s, 3H), 2.30 (s, 3H), 6.04 (s, 1H), 6.87-6.90 (m, 2H), 7.04 (dd, J=7.6, 2.0 Hz, 1H), 7.11-7.13 (m, 3H), 7.25-7.32 (m, 3H), 8.36 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(3-Bromophenyl)-3,5-dimethyl-1H-pyrazole, and friends who are interested can also refer to it.

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.

152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, 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. Quality Control of tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate

Synthesis of N-Boc-N’-n-octyl-1-guanylpyrazole (0288) Under ice-cooling and under nitrogen atmosphere, to a suspension of NaH (60% in oil, 283 mg, 7.08 mmol) in DMF (10 mL)) was added N,N’-bis-Boc-1-guanylpyrazole (2 g, 6.44 mmol) by small portions. After stirring at the same temperature for 15 min, 1-iodooctane (2.33 mL, 12.9 mmol) was added dropwise, and the mixture was stirred overnight while raising the temperature to room temperature. Under ice-cooling, water was added to discontinue the reaction, and the whole mixture was extracted with AcOEt. The organic layer was washed with saturated aqueous NaCl solution, and dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography using n-hexane:AcOEt = 8:1 as an eluate to give the object product as an oil (yield: 1.8 g, 66.1%). 1H NMR(300 MHz, CHLOROFORM-d)deltappm 0.78 – 0.92 (3 H, m), 1.19 – 1.36 (10 H, m), 1.27 (9 H, s), 1.50 (9 H, s), 1.65 – 1.81 (2 H, m), 3.61 – 3.69 (2 H, m), 6.41 (1 H, dd, J=2.7, 1.6 Hz), 7.69 (1 H, d, J=1.1 Hz), 7.93 (1 H, br. s.)

The synthetic route of 152120-54-2 has been constantly updated, and we look forward to future research findings.

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. 1192-21-8, name is 1-Methyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1-Methyl-1H-pyrazol-5-amine

O-iodobenzoic acid(II)(5.00g, 20.00mmol),1-methyl-1-H-5-aminopyrazole (III) (1.90 g,20.00 mmol), potassium carbonate (5.50 g, 40.00 mmol) and CuI (0.76 g, 4.00 mmol) dissolved in DMF (20.00 ml), temperature controlStir at 100 to 105 C for 8 h.TLC (petroleum ether: ethyl acetate = 1:1) was used to detect the reaction of the starting material II, the heating was stopped, and the mixture was cooled to room temperature.The reaction solution was poured into water (60.00 ml).After stirring for 20 min, the pH of the reaction system was adjusted with 1.00 mol/L HCl, and the pH was 5-6.Precipitating a brown solid, suction filtration, drying,Obtained a brown solid 3.10g,Yield 70%,

The synthetic route of 1192-21-8 has been constantly updated, and we look forward to future research findings.

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.

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. 1227611-94-0, name is 4-(4-Iodo-1H-pyrazol-1-yl)cyclohexanone, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H11IN2O

A solution of 4-(4-iodo-1 H-pyrazol-1-yl)cyclohexanone 14 (200 mg, 0.69 mmol) in DCM (2 mL) was treated with methylamine hydrochloride (56 mg, 0.83 mmol) and AcOH (0.09 mL, 1.52 mmoi) and stirred at rt for 0.5h. Then sodium triacetoxyborohydride (321 mg, 1.52 mmol) was added and the reaction stirred at rt for a further 18h. It was then basified with 1 M sodium hydroxide solution (~ 7 mL) and extracted with DCM (4 x 10 mL). The combined organic extracts were dried (MgS04) and evaporated in vacuo to give the crude product. This was dissolved in dioxane (5 mL) and treated with TEA (0.38 mL, 2.76 mmol) and di- tertb-utyldicarbonate (264 mg, 1.38 mmol) and stirred at rt for 18h. Concentration in vacuo and column chromatography (2 – 100% EtOAc / pet ether gradient) gave 15 (121 mg, 43% over 2 steps) as a colourless oil and an inseparable mixture of cis- and trans- isomers; 1H NMR (400 MHz, CD3OD) delta ppm 7.91 (s, 1 H, isomer A), 7.81 (s, 1 H, isomer B), 7.55 (s, 1 H, isomer A), 7.51 (s, 1 H, isomer B), 4.40 – 4.36 (m, 1 H, isomer A), 4.24 – 4.18 (m, 1 H, isomer B), 4.03 – 3.92 (m, 1 H isomer A and 1 H isomer B), 2.80 (s, 3H, isomer B), 2.69 (s, 3H, isomer A), 2.58 – 2.51 (m, 2H, isomer A), 2.19 – 2.14 (m, 2H, isomer B), 2.10 – 1.88 and 1.83 – 1.74 (total 4H isomer A and 4H isomer B), 1.59 – 1.50 (total 2H isomer A and 2H isomer B), 1.50 (s, 9H, isomer A), 1.47 (s, 9H, isomer B); LCMS (m/z): 406 [M+H]+.

According to the analysis of related databases, 1227611-94-0, the application of this compound in the production field has become more and more popular.