Tag: M.W:200-300

Reference of 73387-52-7, 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. 73387-52-7, name is 5-(4-Bromophenyl)-1-methyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

In a 40 ml vial, bromo derivative (236 mg, 1.06 mmol, 1.0 eq.), bispinacolotodiboron (253.6 mg, 1.06 mmol, 1.0 eq.), Pd(dppf)CI2 (86.4 mg, 0.106 mmol, 0.1 eq.) and potassium acetate (321.8 mg, 3.17mmol, 3.0 eq.) were mixed in dioxane (10 ml) and heated to 80 C for 48 hours. LCMS indicated that the product was formed in major amount. . The crude reaction was purified in the presence of silica (10-15 gm) and purified using hexanes: ethyl acetate (0-100%) to yield desired boron ester. Theproduct was characterized by reverse phase HPLC using method 4. (ES, m/z) [M +H+] 284.9. Retention time = 1.42 mins

The chemical industry reduces the impact on the environment during synthesis 5-(4-Bromophenyl)-1-methyl-1H-pyrazole. I believe this compound will play a more active role in future production and life.

Reference of 51516-68-8, 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. 51516-68-8, name is 5-Amino-1-(3-chlorophenyl)-1H-pyrazole-4-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 5-Amino-1-aryl-1H-pyrazole-4-carbonitriles 1a-j (10 mmol) and SnCl4 (2.3 mL, 20 mmol) were added to a stirred solution of acetylacetone (10 mmol) in dry toluene (20 mL). The reaction mixture was stirred under nitrogen at room temperature for 30 min and then heated under reflux for 5-6 h. The reaction mixture was cooled and poured into water and titrated to pH 12-13 with a saturated aqueous solution of Na2CO3. After filtration, the filtrate was extracted three times with ethyl acetate and the organic layer was dried and evaporated at reduced pressure to give the solid product. The product was purified by silica gel column chromatography and eluted with ethyl acetate/petroleum (1:3, v:v) to give 3a-h and 4a-j.

The chemical industry reduces the impact on the environment during synthesis 5-Amino-1-(3-chlorophenyl)-1H-pyrazole-4-carbonitrile. I believe this compound will play a more active role in future production and life.

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. 179057-10-4, name is Methyl 4-(1H-pyrazol-5-yl)benzoate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Product Details of 179057-10-4

Example 168: 1-(4-Benzoyl-2-methyl-piperazin-1-V-)-2-r4-(2H-pyraz?l-3- yl)-phen yli-etha?e-1.2-dio?e; To a solution of 4-(2/-/-pyrazol-3-yl)-benzoic acid methyl ether (0.2 g, 1 mmol) and (4-benzoyl-2-methyl-piperazin-1-yl)-acetonitrile (0.24 g, 1 mmol) in anhydrous THF (2 mL) was added by drops 1.06 M solution LiHMDS in THF (4 mL, 4 mmol). The reaction mixture was stirred for 1 hour, and m-CPBA was added (0.67 g, 4 mmol). The mixture was stirred for 1 hour additionally, quenched with water, extracted with EtOAc, dried over sodium sulfate, filtered and evaporated. The residue was purified by SiO2 chromatography using 10% MeOH/ethyl acetate as eluent to obtain 1-(4-benzoyl-2-methyl-piperazin-1-yl)- 2-[4-(2H-pyrazol-3-yl)-phenyl]-ethane-1,2-dione (0.09 g, 22%). LCMS: CaICd for C23H22N4O3 ? H+: m/z = 403.5. Found: m/z = 403, 404. 1H NMR (DMSO- d6): 13.59 and 13.16 (two br s, 1H, NH-pyrazole); 8.06 (m, 2H); 7.95-7.86 (m, 3H); 7.45-7.40 (m, 5H); 6.89 (br s, 1 H); 4.68-4.30 (br signal, 2 H); 3.29-3.43 (br signal, 2H); 3.16 (m, 1H); 3.08-2.85 (br signal, 2H); 1.20 (br signal,.3H).

The synthetic route of 179057-10-4 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.

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.

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. 285984-25-0, name is 3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-amine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C14H19N3

A solution of (5) (760 mg, 3.31 mmol) in DCM (2.0 mL) was added dropwise over 1.5 hr to a suspension of CDI (537 mg, 3.31 mmol) in DCM (2.0 mL) under nitrogen and the solution was stirred at RT for 1 hr. A solution of the naphthylamine (61) (1.00 g, 2.21 mmol) in DCM (4.0 mL) was added in a single portion and the solution was stirred for 16 hr, during which time a precipitate formed. The reaction mixture was taken up in DCM (10 mL) and purified by flash column chromatography (SiO2, 80 g, 20-80% EtOAc in isohexane, gradient elution) to afford tert-butyl 4-(1-(4-(3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)ureido)naphthalen-1-yl oxy)-2-methylpropan-2-yl)pyridin-2-ylcarbamate (62) (780 mg, 52%): m/z 663 (M+H)+ (ES+)

According to the analysis of related databases, 285984-25-0, the application of this compound in the production field has become more and more popular.

Application of 39806-90-1, 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. 39806-90-1 name is 4-Iodo-1-methyl-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 4-iodo-l-methyl-lH-pyrazole (10.20 mg, 0.049 mmol) in anhydrous DMSO (5 ml) was added common intermediate D.2 (10 mg, 0.033 mmol), (Irans)-N I N2- dimethylcyclohexane-l, 2-diamine (0.930 mg, 6.54 mhio). potassium phosphate (20.82 mg, 0.098 mmol) and Cul (0.623 mg, 3.27 pmol). The resulting mixture was stirred at 90C under N2 atmosphere for 12 hours. LCMS showed the starting material was consumed. After filtration and concentration, the crude product was purified by pre-HPLC (TFA) to give example 7.1, 5-chloro- l-(l-methyl-lH-pyrazol-4-yl)-6-(l-(3-methyloxetan-3-yl)piperidin-4-yl)-lH-indazole, TFA salt. MS (ESI) m/z calc?d for C20H25CIN5O [M+H]+ 386, found 386. NMR (400 MHz, CD3OD) d 8.15 (s, 1H), 8.13 (s, 1H), 7.94 (s, 1H), 7.86 (s, 1H), 7.50 (s, 1H), 4.92 (m, 3H), 4.49 (d, J = 7.83 Hz, 2H), 4.01 (s, 3H), 3.52-3.66 (m, 1H), 3.38-3.48 (m, 3H), 3.33 (br s, 1H), 2.30 (m, 2H), 2.08- 2.18 (m, 2H), 1.79 (s, 3H). LRRK2 ICso 1.4 nM.

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

Reference of 15802-75-2, A common heterocyclic compound, 15802-75-2, name is 4-Iodo-3-methyl-1H-pyrazole, molecular formula is C4H5IN2, 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.

Under nitrogen protection,To a 10 ml Schlek reaction tube (a glass instrument commonly used in anaerobic operation)Bromo-5- (4- (6-bromopyridyl-3) phenyl) pyridine, 2.2 mmol of 3-methyl-4-iodopyrazole-0.02 mmol palladium acetate,0.05 mmol dicyclohexyl (3,6-dimethoxy-2 ‘, 4′, 6′-triisopropyl (1,1′-biphenyl) -2-yl)5.0 mmol of potassium t-butoxide, and 5 ml of dioxane, the reaction tube was purged with nitrogen three times,And then heated to 110 C with an oil bath under magnetic stirring, and the reaction was refluxed for 24 hours. Down to room temperatureThe reaction solution was further added, 5.0 mmol of 3,5-dicarboxyphenylboronic acid, 0.03 mmol of palladium acetate, 0.06 mmol2′-dicyclohexyl-2,6-dimethoxy-3-sulfonic acid-1,1’-biphenyl sodium salt, 10.0 mmol potassium carbonate,And 200 mmol of water; then heated to 100 C with an oil bath under magnetic stirring,The reaction was refluxed for 40 hours. Down to room temperature; add 20 ml of water, filtration, with concentrated hydrochloric acid to adjust the pH of the filtrate to 1,After stirring at room temperature for 6 h, the mixture was filtered, washed with ethanol and dried to give product 22 in 68% yield.The mass spectrum (ESI) of the product (C40H28N6O8) was 720.20.

The synthetic route of 15802-75-2 has been constantly updated, and we look forward to future research findings.

Related Products of 155377-19-8, These common heterocyclic compound, 155377-19-8, name is Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate, 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 122: Preparation of l-difluoromethyl-3-trifluoromethyl-l//-pyrazole-4- carboxylic acid ethyl ester and 2-difluoromethyl-3-trifluoromethyl-2/:/-pyrazole-4- carboxylic acid ethyl esterSodium hydride (60% in mineral oil) (320 mg, 7.93 mmol) was washed with hexane (2x 10 ml) and suspended in tetrahydrofiiran (20 ml) in a three necked flask. 3- Trifluoromethyl-l//-pyrazole-4-carboxylic acid ethyl ester (1.5 g, 7.21 mmol) (prepared according to JP 2000/044541) in tetrahydrofiiran (10 ml) was added dropwise and the solution stirred at room temperature for 30 minutes. Chlorodifluoromethane was bubbled through the solution for 5 minutes and then the mixture was stirred at room temperature for 3 hours, with additional chlorodifluoromethane bubbled through the solution after every hour for 5 minutes. The reaction mixture was stored at room temperature for 16 hours. The reaction mixture was quenched by addition of water and extracted with ethyl acetate. The organic extract was washed with water and brine, dried over magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (eluent: 0-25% ethyl acetate in hexane) to give l-difluoromethyl-3-trifluoromethyl- l//-pyrazole-4-carboxylic acid (isomer A) (870 mg, 47% yield) and 2-difluoromethyl-3- trifluoromethyl-2H-pyrazole-4-carboxylic a’cid (isomer B) (500 mg, 27% yield). Isomer A 1H-NMR (400 MHz, CDCl3): 1.37 (t, 3H, Me), 4.37 (q, 2H, CH2), 7.37 (t, IH, CH), S.07 (s, IH, CH) ppm. Isomer B 1H-NMR (400 MHz, CDCl3): 1.37 (t, 3H, Me), 4.37 (q, 2H, CH2), 7.22 (t, IH, CH), 8.43 (s, IH, CH) ppm.

Statistics shows that Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate is playing an increasingly important role. we look forward to future research findings about 155377-19-8.

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. 3528-45-8, name is 1-(4-Methoxybenzyl)-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. name: 1-(4-Methoxybenzyl)-1H-pyrazol-5-amine

In a stirred solution of 1a (15.0 g, 74 mmol) and diethyl acetylmalonate (15.0 g, 74 mmol), in POCI3 (110 mL) at O0C, a stream of dry HCI gas is passed over the solution for a period of about 15 min. The reaction mixture is gradually warmed to RT, stirred for about 2 h and then heated to 60 0C for about 4 h. POCI3 is distilled under reduced pressure. The reaction mixture is quenched with ice and extracted with EtOAc (3 x 75 mL). The combined organic layers are washed with water, brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The pure intermediate 1b (9.0 g, 31.5% yield) is isolated as a yellow oil by flash chromatography with Petroleum ethenEtOAc (85:15 v/v).

The synthetic route of 3528-45-8 has been constantly updated, and we look forward to future research findings.