Day: March 4, 2021

Synthetic Route of 179692-08-1,Some common heterocyclic compound, 179692-08-1, name is Ethyl 4-iodo-1H-pyrazole-5-carboxylate, molecular formula is C6H7IN2O2, 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: To a small vial was added the nitrogen-containing nucleophile (1 eq.), arylboronic acid (1.5 eq.), copper(II) acetate monohydrate (0.3 eq.) in N,N-dimethylformamide (2 mL/mmol) and pyridine (3.0 eq.). The reaction was stirred under an oxygen atmosphere at 90 C for 6 hours. The reaction was then cooled to room temperature and diluted with a saturated aqueous sodium bicarbonate solution, and the aqueous phase was extracted with 3 times with dichloromethane. The organic phases were combined, washed with brine, dried with sodium sulfate and concentrated under vacuum. The crude material was purified by flash chromatography.Similar to the procedure as described in General Procedure C, ethyl 4-iodo-lH- pyrazole-3-carboxylate was reacted with 3-bromophenylboronic acid to give the title compound (1.6g, 83%) as a white solid. LC-MS (ES, m/z): 421 [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 Ethyl 4-iodo-1H-pyrazole-5-carboxylate, its application will become more common.

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. 57012-20-1, name is (1,3-Dimethyl-1H-pyrazol-5-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H10N2O

Example 1.2: Preparation of 2,5-dimethyl-2H-pyrazole-3-carbaldehyde1.3 g of oxalic acid chloride in 40 ml DCM were cooled to -700C and 1 ,6 g DMSO in 10 ml DCM were added dropwise. After 5 min of stirring at -700C 1 g of (2,5-dimethyl- 2H-pyrazol-3-yl)-methanol (example 1.1 ) in 10 ml DCM and 6 g triethylamine were added and the reaction mixture was allowed to warm to about 20 to 25C. After extrac- tion with water the reaction mixture was dried. After removing the solvents in vacuo, the resulting residue was purified by column chromatography over silica with cyclohex- ane/ethylacetate mixtures yielding 0.6 g of the title compound as a yellowish oil. 1H-NMR (CDCI3, delta in ppm): 9.8 (s, 1 H); 6.7 (s, 1 H); 4.1 (s, 3H); 2.3 (s, 3H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 57012-20-1.

17635-44-8, name is 3,4,5-Tribromopyrazole, 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. Computed Properties of C3HBr3N2

EXAMPLE 2 Preparation of 3,4,5-Tribromopyrazole-1-propionic Acid A mixture consisting of 9.1 gm. (0.03 mole) 3,4,5-tribromopyrazole and 8.1 gm. (0.045 mole) ethyl 3-bromopropionate was heated at 140 C. for 24 hrs. in an atmosphere of nitrogen. After cooling, 80 ml. 0.5 N aqueous sodium hydroxide was added to the reaction mixture and it was heated at the reflux temperature for 3 hrs. After cooling again and adding 1 N aqueous hydrochloric acid until the mixture was pH 2, a precipitate formed. The precipitate was collected on a filter and recrystallized from a mixture of ether and technical hexane. There was thus obtained 10.1 gm. of 3,4,5-tribromopyrazole-1-propionic acid having a melting point at 112 to 113 C. Analysis: Calc’d. for C6 H5 Br3 N2 O2: C, 19.12; H, 1.33; N, 7.43; Br, 63.61. Found: C, 19.31; H, 1.54; N, 7.44; Br, 64.05.

The synthetic route of 17635-44-8 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 1227611-94-0 as follows. Product Details of 1227611-94-0

Intermediate 28: 4-Iodo-1 -(1 -oxa-spiro[2.5]oct-6-yI)-1 H -pyrazole 2-Methyl-propan-2-ol potassium (466 mg; 4.15 mmol; 1.2 eq.) was added in one portion to a solution of 4-(4-Iodo-pyrazol-1-yI)-cyclohexanone (1.02 g; 3.50 mmol; 1.0 eq.) and trimethylsulfoxonium chloride (531 mg; 4.13 mmol; 1.2 eq.) in DMSO (50 mL). The reaction mixture was stirred at RT for 16 h. It was then poured into EtOAc . Organicphase was separated and washed with brine (three times), dried over magnesium sulfate, filtered and concentrated to give the title compound a white solid (813 mg, 76%).1H NMR (300 MHz, DMSO) oe8.01 (d, J = 0.5 Hz, 1H), 7.52 (d, J = 0.5 Hz, 1H), 4.41 -4.26(m, 1H), 2.66 (s, 2H), 2.13- 1.85 (m, 6H), 1.34- 1.21 (m, 2H). MS(ESI+): 305.1.

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.

Adding a certain compound to certain chemical reactions, such as: 632365-54-9, name is Methyl 5-amino-1H-pyrazole-3-carboxylate, 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 632365-54-9, COA of Formula: C5H7N3O2

Step C. Methyl 3-amino-lH-pyrazole 5-carboxylate (325 mg, 2.3 mmol) and methyl acetoacetate (330mg, 2.3 mmol) in methanol (10 mL) were heated to reflux for 2h and cooled down. The resulting precipitate was collected to give white solid product 7-Methyl-pyrazolo[l,5-a]pyrimidine-2,5-dicarboxylic acid dimethyl ester (356 mg, yield 62%). MS (M + H): 250.

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, Methyl 5-amino-1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

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. 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Methyl-1H-pyrazol-3-amine

Step a) tert-butyl 1-(1 -hydro xy-2-(l -methyl- 1 H-pyrazol-3 -ylamino)-2-oxoethyl)- cyclobutylcarbamate (9-a)1 – Methyl- 1 H-pyrazol-3 -amine (158 mg, 1.63 mmol) and DIEA (1.08 mL, 6.52 mmol) was added to a solution of 2-(l-(teri-butoxycarbonylamino)cyclobutyl)-2-hydroxyacetic acid (400 mg, 1.63 mmol) dissolved in DMF (20 mL). The solution was cooled to 0 ¡ãC and after 10 minutes HATU (620 mg, 1.63 mmol) was added. After approximately 2 hours at RT, LC-MS showed product and no starting material and the solvent was removed by rotary evaporation. The crude product was dissolved in 40 mL EtOAc and washed with 25 mL sat. NaHC03 (aq). The organic phase was dried with Na2S04, filtered and evaporated to dryness. The crude product was purified on a 25 g silica column on a Biotage Flashmaster, which gave the title product as a white solid (488 mg, 92percent).TLC rf: 0.07 in heptane:ethyl acetate 1 : 1. [M+H]+ = 325.

According to the analysis of related databases, 1904-31-0, the application of this compound in the production field has become more and more popular.

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 57097-81-1 as follows. Recommanded Product: 57097-81-1

General procedure: The properly substituted pyrazole (1.0 equiv) was dissolved in anhyd pyridine. DMAP (0.1 equiv) was added, and the reaction mixture was stirred under N2 for 30 min. The appropriate isocyanate (1.1-1.5 equiv) was then added, and the resulting mixture was stirred for 12 h. The solvent was evaporated under reduced pressure and the crude was purified by silica gel column chromatography, eluting with a mixture cyclohexane/EtOAc.

According to the analysis of related databases, 57097-81-1, the application of this compound in the production field has become more and more popular.

Synthetic Route of 930-36-9, These common heterocyclic compound, 930-36-9, name is 1-Methylpyrazole, 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 14-(Azetidin-1 -yl)-1 -methyl-3-[1 -methyl-5-(4-methylphenyl)-1H-pyrazol-4-yl]-1H- pyrazolo[3,4-d]pyrimidine1Step 1: Synthesis of (1-methyl-1H-pyrazol-5-yl)boronic acid (C1) To a solution of 1 -methyl-1 /-/-pyrazole (1 10 g, 1 .34 mol) in anhydrous tetrahydrofuran (2 L), with stirring, was added drop-wise n-butyllithium (2.5 M, 590 imL, 1 .47 mol) at -78 C. After completion of the addition, the mixture was stirred for 1 .5 hours at -78 C. Then triisopropyl borate (277 g, 1 .47 mol) was added and the mixture was gradually warmed to room temperature and stirred overnight. Saturated aqueous ammonium chloride solution (1 L) was added drop- wise, while keeping the temperature of the reaction mixture below 10 C. The resulting mixture was acidified to a pH of approximately 6 with 1 N aqueous hydrochloric acid. The organic phase was separated and the aqueous phase was extracted with ethyl acetate (3 x 1 L). The combined organic layers were washed with saturated aqueous sodium chloride solution, dried over sodium sulfate, and filtered; and the solvent was removed under reduced pressure. The residue was washed with petroleum ether (3 x 300 mL) and the resulting solid was dried under vacuum to afford the product as a white solid. Yield: 157 g, 1.25 mol, 93%. H NMR (400 MHz, DMSO-cf6) delta 3.97 (s, 3H), 6.72-6.74 (m, 1 H), 7.34-7.36 (m, 1 H), 8.35 (br s, 2H).

The synthetic route of 930-36-9 has been constantly updated, and we look forward to future research findings.

Related Products of 1904-31-0,Some common heterocyclic compound, 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, molecular formula is C4H7N3, 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 4 1-Methylpyrazole-3-sulfonyl chloride To 120 ml of water and 120 ml of 12N hydrochloric acid was added 45 g of 1-methylpyrazole-3-amine at -10 C. followed by the dropwise addition of 33.9 g sodium nitrite dissolved in 75 ml water. The temperature was maintained at -10 C. and the mixture was stirred for an additional half hour after the additions were completed. The above solution was then added portionwise with stirring at -10 C. to a mixture containing 348 ml acetic acid, 5.8 g of CuCl and 48 ml (liquified) of sulfur dioxide. After being stirred for one hour at -10 C., the reaction mixture was allowed to warm to 10 C. and was poured into 1500 ml of ice and water. The resultant mixture was extracted three times with 500 ml portions of methylene chloride. The extracts were combined, dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to yield a red oil. This material was used for the preparation of 1-methylpyrazole-3-sulfonamide without further purification.

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-pyrazol-3-amine, its application will become more common.

Electric Literature of 83-10-3,Some common heterocyclic compound, 83-10-3, name is 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, molecular formula is C12H12N2O3, 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.

Step 3) N-(4-((2-aminopyridin-4-yl)oxy)phenyl)-L5-dimethyl-3-oxo-2-phenyl-2,3- dihydro-lH-pyrazole-4-carboxamide [0210] To a mixture of 4-(4-aminophenoxy)pyridin-2-amine (101 mg, 0.5 mmol) and l,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-lH-pyrazole-4-carboxylic acid (118 mg, 0.51 mmol) in DCM (5 mL) was added EDCI (115 mg, 0.6 mmol) and EtaOmicronAlphaTau (13.6 mg, 0.1 mmol). The reaction was stirred at 45 C for 3 hours, and then quenched with water (20 mL). The organic phase was separated and concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/CH3OH (v/v) = 20 /l) to give the title compound as a light grey solid (110 mg, 49.2%). MS (ESI, pos. ion) m/z: 416.4 [M+H]+; FontWeight=”Bold” FontSize=”10″ H NMR (400 MHz, DMSO-i): delta (ppm) 2.71 (s, 3H), 3.36 (s, 3H), 5.80-5.81 (d, J= 2.16 Hz, 1H), 5.92 (s, 2H), 6.12-6.14 (dd, J= 2.24 Hz, 5.8 Hz, 1H), 7.08-7.10 (m, 2H), 7.42- 7.45 (m, 2H), 7.51-7.53 (m, 1H), 7.57-7.61 (m, 2H), 7.65-7.67 (m, 2H), 7.77-7.79 (d, J = 5.8 Hz, 1H).

The synthetic route of 83-10-3 has been constantly updated, and we look forward to future research findings.