Category: 16034-46-1

Application of 16034-46-1, The chemical industry reduces the impact on the environment during synthesis 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, I believe this compound will play a more active role in future production and life.

1-Methyl-4-nitropyrazole-5-carboxylic acid 18.8 g of 1-methylpyrazole-5-carboxylic acid (mp 227 to 228 C.) are stirred in a mixture consisting of 23.5 of 100% strength nitric acid and 17 ml of 25% strength oleum for 8 hours at from 55 to 60 C. and for 4.5 hours at from 70 to 75 C. The mixture is poured onto ice and extracted with 9:1 methylene chloride/ethanol. The extract is concentrated. This yields 27 g of 1-methyl-4-nitropyrazole-5-carboxylic acid, mp 162 to 164 C., with decomposition (from ethyl acetate).

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

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. 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, A new synthetic method of this compound is introduced below., Quality Control of 1-Methyl-1H-pyrazole-5-carboxylic acid

General procedure: To a solution of Intermediate 7 (110 mg, 0.37 mmol), 3-methoxybenzene-1,2- diamine (50 mg, 0.34 mmol) and DIPEA (0.2 mL, 1 mmol) in DMF (2 mL) was added HATU (160 mg, 0.41 mmol). The reaction mixture was stirred at r.t. for 48 h, then partitioned between DCM and water. The organic phase was separated, then dried and concentrated in vacuo. The crude residue was purified by flash column chromatography (0-100% EtOAc/hexanes) to give the title compound (28.7 mg, 20%) as a white solid. LCMS (Method 5): [M+H]+ m/z 415, RT 1.31 minutes.

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.

Application of 16034-46-1, These common heterocyclic compound, 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, 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 solution of tert-butyl [2-(3-methoxybenzyl)-4-methyl-1,3-thiazol-5-yl]carbamate (1.0 g, 2.99 mmol) obtained in Example 219-D) in ethanol (9 mL) was added dropwise concentrated hydrochloric acid (2.3 mL) at room temperature, and the mixture was stirred at 50C for 1.5 hr. The reaction mixture was cooled to 0C, neutralized with 8M aqueous sodium hydroxide solution, adjusted to pH 10-11 with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was dissolved in DMA (20 mL), and 1-methyl-1H-pyrazole-5-carboxylic acid (453 mg, 3.59 mmol), HATU (1.37 g, 3.59 mmol) and DIEA (0.247 mL, 1.50 mmol) were added at room temperature. The reaction mixture was stirred at 60C for 2 hr, water and 0.1N hydrochloric acid were added and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: hexane-ethyl acetate (13:7-1:4)] and basic silica gel column chromatography [eluent: hexane-ethyl acetate (3:2-3:7)], and crystallized from ethyl acetate-hexane to give the title compound (545 mg) as colorless crystals (yield 53%). MS (ESI+): [M+H]+ 343. 1H NMR (300 MHz, DMSO-d6) delta 2.30 (3H, s), 3.74 (3H, s), 4.04 (3H, s), 4.17 (2H, s), 6.80-6.94 (3H, m), 7.06 (1H, d, J = 2.3 Hz), 7.22-7.30 (1H, m), 7.53 (1H, d, J = 2.3 Hz), 10.47 (1H, s).

Statistics shows that 1-Methyl-1H-pyrazole-5-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 16034-46-1.

Related Products of 16034-46-1,Some common heterocyclic compound, 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, molecular formula is C5H6N2O2, 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.

DIPEA (370 )lL, 2.24 mmol) was added to a stirred solution of glycine methyl20 ester hydrochloride (70 mg, 0.56 mmol), 1-methyl-1H-pyrazole-5-carboxylic acid (71 mg,0.57 mmol) and HATU (255 mg, 0.67 mmol) in anhydrous DMF (1 mL) under a nitrogenatmosphere. The mixture was stirred at 20C for 15 h, then quenched by the addition ofsaturated aqueous sodium hydrogen carbonate solution (7 mL) and water (7 mL). Thematerial was extracted sequentially with ethyl acetate (3 x 7 mL) and 1:1 isopropanol/25 chloroform (2 x 7 mL). The combined organic layers were washed with brine (2 x 7 mL)and dried over sodium sulfate, then filtered and concentrated in vacuo. The residue waspurified by flash column chromatography, using a gradient of ethyl acetate in heptane (0-100%), to afford the title compound (110 mg, quantitative) as an orange-brown oil. DH(250 MHz, DMSO-d6) 8.92 (t,J5.6 Hz, 1H), 7.48 (d,J2.1 Hz, 1H), 6.89 (d,J2.1 Hz,30 1H), 4.04 (s, 3H), 3.98 (d, J 5.9 Hz, 2H), 3.66 (s, 3H). HPLC-MS (method 6): MH+ m/z198, RT 0.52 minutes.

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-1H-pyrazole-5-carboxylic acid, 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. 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, A new synthetic method of this compound is introduced below., Formula: C5H6N2O2

Example 29 To a 50 ml_ flask containing 20 ml_ of DMF was added 1 mL of oxalyi chloride siowly and stirred for 10 min at RT. 100 mg of 2-Methyi-2H-pyrazole-3-carboxyiic acid was dissolved in 2 mL of the above solution and stirred for 5 min at RT. Then 50 mg of E was dissolved in 1 mL pyridine and added to the above solution. The reaction was completed in 5 min at RT and quenched with 1 mL NH4OH. The solvent was then evaporated under vacuum and the residue dissolved in CH3CN and water and purified with prep HPLC (0% to 95% water/ Acetonitriie) to afford 29 (29mg, 46%).1H-NMR (DMSO, 300 MHz): delta 10.23 (s, 1 H), 8.54 (d, J = 3.9 Hz, 1 H), 7.77 (d, J = 6.9 Hz, 1 H)1 7.66 (s, 1 H), 7.52 (d, J = 7.8 Hz, 2H)1 7.26 (t, J = 6.6 Hz, 1 H), 7.08 (t, J = 7.8 Hz, 1 H), 6.99-6.91 (m, 3H), 6.82 (d, J = 1.2 Hz, 1 H), 4.87 (me, 1 H), 4.03 (s, 3H), 3.22-3.10 (m, 3H)1 2.83-2.80 (m, 1 H), 0.70 (m, 2H), 0.56 (m, 2H).LCMS m/z [M+Hf C28H25N5O3S requires: 512.59. Found 512.12HPLC Tr (min), purity %: 2.95, 98%

The synthetic route of 16034-46-1 has been constantly updated, and we look forward to future research findings.

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. 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, A new synthetic method of this compound is introduced below., Safety of 1-Methyl-1H-pyrazole-5-carboxylic acid

(a) 1-Methyl-4-nitro-1H-pyrazole-5-carboxylic acid A quantity comprising 69.0 gm (0.547 mol) of 1-methyl-1H-pyrazole-5-carboxylic acid of m.p.: 227-228 C. (R. Huttel and M. E. Schon, Liebigs Ann. Chem 625, 55 [1959]) was added in small portions to a mixture of 200 ml of concentrated sulfuric acid and 60 ml of 90% fuming nitric acid under stirring. The temperature of the mixture rose from 75 C. at the beginning to a maximum temperature of 95 C. After the exothermal reaction was finished, heating was continued for 30 minutes up to 95 C. The cold mixture was stirred into 300 gm of cracked ice, and the resulting ice-cold suspension was filtered off by suction filtration. The filtration residue was washed with water, and after recrystallization from ethyl acetate, 44.0 gm (47% of theory) of pale yellow crystals were obtained. M.p.: 169-170 C. (decomp.).

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.

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 16034-46-1 as follows. name: 1-Methyl-1H-pyrazole-5-carboxylic acid

To a solution of 1-methyl-1H-pyrazole-5-carboxylic acid (46.6 mg, 0.37 mmol, 1.3 equiv) in DMF (1 ml) were added HATU (140 mg, 0.37 mmol, 1.3 equiv), DIEA (147 mg, 1.14 mmol, 4.0 equiv), and 7-(5-ethyl-1,2,4-oxadiazol-3-yl)-3,4-dihydro-2H-1-benzopyran-4- amine hydrochloride (80 mg, 0.28 mmol, 1.0 equiv). The mixture was stirred overnight and purified by Prep-HPLC with the following conditions: (2-AnalyseHPLC- SHIMADZU(HPLC-10)): Column, XBridge Prep C18 OBD Column, 5 mum,19*150mm; mobile phase, water (10MMOL/L NH4HCO3) and ACN (34.0% ACN up to 47.0% in 8 min); Detector, UV 220nm. This purification resulted in 170 mg (90%) of N-[6-(5-ethyl-1,2,4- oxadiazol-3-yl)-1,2,3,4-tetrahydronaphthalen-1-yl]-1-methyl-1H-pyrazole-4-carboxamide as a white solid. LRMS (ES) m/z 354 (M+H).

According to the analysis of related databases, 16034-46-1, the application of this compound in the production field has become more and more popular.

16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, 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. 16034-46-1

Oleum (1977mmol) is slowly added to fuming nitric acid (777 mmol) followed by the addition of 2-methyl-2H-pyrazole-3-carboxylic acid (277 mmol) in small portions maintaining the reaction temperature below 600C. Stirring at this temperature is then continued for a further 1 h. On completion, the reaction mixture is poured onto crushed ice and extracted with ethyl acetate (300 mL x 3). The combined organic phases are washed with water (250 mL x 2) and dried over anhydrous sodium sulfate. The solvent is removed under reduced pressure to afford 2-methyl-4-nitro-2H-pyrazole-3- carboxylic acid as a light yellow solid. Compound wt: 23.6g, 50%. [0234] 1H NMR (400 MHz, OMSO-d6) delta: 8.29 (lH,s); 3.95 (3H, s).

Statistics shows that 16034-46-1 is playing an increasingly important role. we look forward to future research findings about 1-Methyl-1H-pyrazole-5-carboxylic acid.

16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, 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. 16034-46-1

Oleum (1977mmol) is slowly added to fuming nitric acid (777 mmol) followed by the addition of 2-methyl-2H-pyrazole-3-carboxylic acid (277 mmol) in small portions maintaining the reaction temperature below 600C. Stirring at this temperature is then continued for a further 1 h. On completion, the reaction mixture is poured onto crushed ice and extracted with ethyl acetate (300 mL x 3). The combined organic phases are washed with water (250 mL x 2) and dried over anhydrous sodium sulfate. The solvent is removed under reduced pressure to afford 2-methyl-4-nitro-2H-pyrazole-3- carboxylic acid as a light yellow solid. Compound wt: 23.6g, 50%. [0234] 1H NMR (400 MHz, OMSO-d6) delta: 8.29 (lH,s); 3.95 (3H, s).

Statistics shows that 16034-46-1 is playing an increasingly important role. we look forward to future research findings about 1-Methyl-1H-pyrazole-5-carboxylic acid.

16034-46-1, 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. 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 1-methyl-1H-pyrazole-5-carboxylic acid (8.2 g, 64.9 mmol, 1.3 equiv) in DMF (200 mL) were added (3S)-6-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-2,3- dihydro-1-benzofuran-3-amine hydrochloride (14 g, 50.1 mmol, 1.0 equiv), HOAt (10.9 g, 79.9 mmol, 1.6 equiv), EDCI (15.4 g, 80.1 mmol, 1.6 equiv), and DIEA (32.3 g, 249.5 mmol, 5.0 equiv). The mixture was stirred at r.t. overnight and poured into DCM (200 mL) and water (200 mL). The aqueous layer was extracted with DCM (200 mL) five times. The combined organic layers were washed with saturated NH4Cl solution (200 mL) six times, dried over anhydrous sodium sulfate, concentrated under reduced pressure, and triturated with ACN to give 12.2 g (69%) of (S)-N-(6-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-2,3- dihydrobenzofuran-3-yl)-1-methyl-1H-pyrazole-5-carboxamide (Compound 222) as a white solid. LRMS (ES) m/z 352 (M+H). 1H-NMR: (300 MHz, DMSO-d6, ppm) 9.12 (d, J = 7.6 Hz, 1H), 7.56 (dd, J = 7.8, 1.4 Hz, 1H), 7.51 (d, J = 7.8 Hz, 1H), 7.46 (d, J = 2.1 Hz, 1H), 7.38 (d, J = 1.3 Hz, 1H), 6.92 (d, J = 2.1 Hz, 1H), 5.82 (td, J = 8.3, 5.1 Hz, 1H), 4.85 (t, J = 9.4 Hz, 1H), 4.46 (dd, J = 9.7, 5.2 Hz, 1H), 4.10 (s, 3H), 2.41 (tt, J = 8.2, 4.8 Hz, 1H), 1.35- 1.25 (m, 2H), 1.25- 1.15 (m, 2H).

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