Month: January 2021

Adding a certain compound to certain chemical reactions, such as: 112758-40-4, name is 3-Methyl-1H-pyrazole-4-carbaldehyde, 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 112758-40-4, COA of Formula: C5H6N2O

PREPARATION 21Methyl 2-(4-formyl-3-methyl-pyrazol-1-yl)pyridine-3-carboxylate; A mixture of 3-methyl-1H-pyrazole-4-carbaldehyde (300 mg, 2.72 mmol), potassium carbonate (565 mg, 4.08 mmol), methyl 2-fluoropyridine-3-carboxylate (507 mg, 3.27 mmol) and dimethylformamide (2 mL) is stirred at 60 C. for 16 h. Water is added and the compound is extracted in ethyl acetate. The organic layer is washed with brine, dried over sodium sulfate and solvent is evaporated. The crude mixture is purified by normal phase Isco chromatography using hexane:ethyl acetate, 2:1 as eluent to yield 422 mg of the title compound. MS (m/z): 246 (M+1).

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, 3-Methyl-1H-pyrazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 63874-99-7, These common heterocyclic compound, 63874-99-7, name is 1-(4-Chlorophenyl)-1H-pyrazole-4-carbaldehyde, 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.

The typical procedure to produce it is as follows: in a 50 mL round-bottom flask, 5 mmol of 1-(4-chlorophenyl)-1H-pyrazole-4-carbaldehyde, named as compound (1), were added to a stirred solution of ammonium acetate 1.25 mmol in dry nitromethane 25 mL. The reaction mixture was refluxed for 12 h, then was allowed to cool and was poured into water. The precipitate was filtrated to vacuum, dried and the crude product was purified by chromatography on silica, using 50:50 n-hexane-CH2Cl2 as mobile phase. The compound (2) was obtained in 72% of yield, as a yellow solid, with a melting point of 146 C and retardation factor Rf = 0.92 (n-hexane/ethyl acetate 7:3). The main infrared bands and NMR data obtained are briefly summarized as follows: IRmax (KBr) cm-1: 3139 (CAH), 1552 and 1325 (NO2), 970 (C(at)C trans); 1H NMR (500.13 MHz) CDCl3 ():8.17 (1H, s, H-5), 8.00 (1H, d, J = 13.5 Hz, H-b), 7.96 (1H, s, H-3), 7.65 (2H, d, J = 8.9 Hz, H-20 and 60), 7.52 (1H, d, J = 13.5 Hz, H-a), 7.47 (2H, d, J = 8.9 Hz, H-30 and 50); 13C NMR (125.76 MHz) CDCl3 (): 140.7 (C-3), 137.3 (C-10), 135.9 (Ca), 133.3 (C-40), 129.8 (2 C-30 and 50), 129.2 (C-b), 128.3 (C-5), 120.4 (2 C- 20 and 60), 115.4 (C-4).

The synthetic route of 63874-99-7 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 27258-33-9, name is 1-Methyl-1H-pyrazole-5-carbaldehyde, 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 27258-33-9, SDS of cas: 27258-33-9

Example 4; Influence of the ligand Using the optimal conditions [Example 2] which leads to 85-87% ee with the ligand sd499, a ligand screening with a variety of N,O-ligands was carried out. The results are given in the following table. The best results were obtained with the ligands sd311b (91% ee) and commercially available (S)-2-piperidinyl-1,1,2-triphenylethanol at 5 mol% scale. As the latter one is known to be a somewhat slower ligand than the paracyclophane-based ligands and the derivatives of sd499, we repeated the experiment with 10 mol% of (S)-2-piperidinyl-1,1,2-triphenylethanol. This experiment gave 93% ee. The ligand is available in both enantiomeric forms.

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

2075-46-9, name is 4-Nitro-1H-pyrazole, 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. SDS of cas: 2075-46-9

MC825_SC14 Step 1-IS08149-051 1 -Methyl-4-nitro-1 H-pyrazole Procedure: To a solution of 4-nitro-1 H-pyrazole (5 g, 44.2 mmol) in dry acetonitrile (100 mL), cesium carbonate (28.8 g, 88.4 mmol) and iodomethane (4.1 mL, 66.3 mmol) are added and heated to 70C for 2 h. The reaction mixture is concentrated and the residue is taken in ethylacetate, washed with water (2 chi 75mL), brine, dried over MgS04 and concentrated to get the product. Yield: 53 % (3 g, yellow solid). LCMS: (Method A) 128.0 (M+H), RT. 1.3 min, 99.4 % (Max), 98.6 % (254 nm). 1H NMR (400 MHz, DMSO-d6): delta [ppm] 8.83 (s, 1H), 8.22 (s, 1 H), 3.90 (s, 3H).

The synthetic route of 2075-46-9 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. 13808-64-5, name is 4-Bromo-3-methylpyrazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C4H5BrN2

Example 12 Synthesis of 2-[4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-3-methylpyrazol-1-yl]-2-methylcyclopentanone (194) 2-(4-bromo-3-methylpyrazol-1-yl)cyclopentanone and 2-(4-bromo-5-methylpyrazol-1-yl)cyclopentanone: To a solution of 4-bromo-3-methyl-1H-pyrazole (10 g, 62.11 mmol) in DMF (60 mL) was added NaH (3.23 g, 80.75 mmol, 60% purity) at 0 C. and stirred at 15 C. for 1 h. Then 2-chlorocyclopentanone (8.84 g, 74.53 mmol, 7.43 mL) was added to the mixture and stirred at 15 C. for 15 h. The reaction mixture was quenched by addition aq. NH4Cl (300 mL) at 0 C., and then extracted with EtOAc (3*100 mL). The combined organic layers were washed with brine (200 mL), dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE:MTBE=2:1 to 1:1) to give the mixture of 2-(4-bromo-3-methylpyrazol-1-yl)cyclopentanone and 2-(4-bromo-5-methylpyrazol-1-yl)cyclopentanone as a yellow gum. LCMS: RT 2.119 min, m/z=243.1 [M+H]+.

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 13808-64-5.

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. 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, A new synthetic method of this compound is introduced below., Safety of 4-Iodo-1-methyl-1H-pyrazole

To a solution of 4-iodo-1-methyl-1H-pyrazole (5.0 g, 24 mmol) in N,N-dimethylformamide (20 mL) was added tert-butyl prop-2-enoate (9.23 g, 72.0 mmol), triethylamine (2.91 g, 28.8 mmol), Pd(OAc)2 (538 mg, 2.40 mmol) and P(o-Tol)3 (1.46 g, 4.80 mmol). The resulting mixture was heated overnight at 110 C. under nitrogen. The reaction was concentrated, and the resulting residue was purified by flash column chromatography (1:3 ethyl acetate/petroleum ether) to provide tert-butyl (2E)-3-(1-methyl-1H-pyrazol-4-yl)prop-2-enoate as a light yellow oil (3.9 g, 74%). LCMS (ESI): [M+H]+=209.0.

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.

These common heterocyclic compound, 863548-52-1, name is (1-Methyl-1H-pyrazol-5-yl)methanamine, 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. Quality Control of (1-Methyl-1H-pyrazol-5-yl)methanamine

Example 241 Rac-4-((4bS,5R,6S,7S,7aR)-4b,5-dihydroxy-4-methoxy-6-((((1-methyl-1H-pyrazol-5-yl)methyl)amino)methyl)-7-phenyl-4b,5,6,7-tetrahydro-7aH-cyclopenta[4,5]furo[2,3-c]pyridin-7a-yl)benzonitrile (Cpd. No. 241F) (1493) Synthesis of rac-(4bS,5R,6R,7S,7aR)-7a-(4-bromophenyl)-4b,5-dihydroxy-4-methoxy-N-((1-methyl-1H-pyrazol-5-yl)methyl)-7-phenyl-4b,6,7,7a-tetrahydro-5H-cyclopenta[4,5]furo[2,3-c]pyridine-6-carboxamide. (Cpd. No. 241F) (1494) To the solution of rac-(4bS,5R,6R,7S,7aR)-7a-(4-bromophenyl)-4b,5-dihydroxy-4-methoxy-7-phenyl-4b,6,7,7a-tetrahydro-5H-cyclopenta[4,5]furo[2,3-c]pyridine-6-carboxylic acid (1, 1.00 g, 2.01 mmol) in N,N-dimethylformamide (5 mL) at 0 C., HATU (1.14 g, 3.01 mmol) and N,N-diisopropylethylamine (1.04 ml, 6.02 mmol) were added and the mixture was stirred for 5 min. (1-methyl-1H-pyrazol-5-yl)methanamine (2, 0.27 ml, 3.01 mmol) was added at the same temperature and the reaction was stirred for 16 h at room temperature. After completion, the reaction mixture was diluted with dichloromethane and washed with cold water. The organic layer was separated and dried over anhydrous sodium sulphate, filtered and concentrated to give crude product. The crude product was purified by silica gel (100-200 mesh size) column chromatography using 0-3% methanol in dichloromethane as eluent. The desired fractions were concentrated to afford rac-(4bS,5R,6R,7S,7aR)-7a-(4-bromophenyl)-4b,5-dihydroxy-4-methoxy-N-((1-methyl-1H-pyrazol-5-yl)methyl)-7-phenyl-4b,6,7,7a-tetrahydro-5H-cyclopenta[4,5]furo[2,3-c]pyridine-6-carboxamide (Cpd. No. 241F) as white solid. Yield: 0.85 g, 83%; MS (ESI) m/z 591.41[M+1]+. 1H NMR (400 MHz, DMSO-d6); 1H NMR (400 MHz, DMSO-d6) 8.62 (t, J=5.2 Hz, 1H), 8.27 (s, 1H), 8.11 (s, 1H), 7.24 (d, J=9.0 Hz, 3H), 7.10-7.04 (m, 4H), 7.01-6.96 (m, 3H), 6.06 (s, 1H), 5.86 (s, 1H), 5.27 (bs, 1H), 4.63 (d, J=4.4 Hz, 1H), 4.40 (d, J=14.0 Hz, 1H), 4.35-4.21 (m, 2H), 3.97 (d, J=4.6 Hz, 1H), 3.91 (s, 3H), 3.61 (s, 3H).

The synthetic route of (1-Methyl-1H-pyrazol-5-yl)methanamine has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 863548-52-1, name is (1-Methyl-1H-pyrazol-5-yl)methanamine, 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 863548-52-1, COA of Formula: C5H9N3

Synthesis of tert-butyl ((1-methyl-1H-pyrazol-5-yl) methyl)carbamate (2) To a solution of (1-methyl-1H-pyrazol-5-yl)methanamine (1, 0.5 g, 4.5 mmol) in dichloromethane (10 mL) and triethylamine (0.627 ml, 4.5 mmol) at 0 C., di-tert-butyl dicarbonate (0.982 g, 4.5 mmol) was added dropwise and reaction mixture stirred at room temperature for 2 h. The reaction mixture was concentrated and crude obtained was purified by combi-flash (4 g, RediSep column) using 30% ethyl acetate in hexane as a eluent. The combined pure fractions were concentrated to afford tert-butyl ((1-methyl-1H-pyrazol-5-yl) methyl)carbamate (2) as a colourless liquid. Yield: 0.61 g, 67%; MS (ESI) m/z 212.31[M+1]+.

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-pyrazol-5-yl)methanamine, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 39806-90-1, name is 4-Iodo-1-methyl-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 39806-90-1, HPLC of Formula: C4H5IN2

To 1-methyl-4-iodopyrazole (1.0 g) and 10 mL of THF,Under the protection of nitrogen, slowly add isopropylmagnesium chloride/lithium chloride solution (3.97mL), the temperature during the dropwise addition does not exceed 0 C,After the addition, stir for 1 h, then at 0 C,Slowly add isopropyl pinacol borate (1.11g) to control the temperature not to exceed 0 C, and then stir at room temperature for 1.5 h after the addition.After the reaction was completed, 10 mL of a saturated ammonium chloride solution was added dropwise.Quenched.Then add 50 mL of ethyl acetate and 10 mL of saturated ammonium chloride solution.The organic layer was separated, and the aqueous layer was extracted twice with 50 mL of ethyl acetate. The organic layer was combined and dried over anhydrous Na2SO?Dry under reduced pressure,The title product (1 g) was obtained.

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, 4-Iodo-1-methyl-1H-pyrazole, 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. 179692-08-1, name is Ethyl 4-iodo-1H-pyrazole-5-carboxylate, A new synthetic method of this compound is introduced below., Quality Control of Ethyl 4-iodo-1H-pyrazole-5-carboxylate

A mixture of ethyl 4-iodo-lH-pyrazole-5-carboxylate (164 mmol, 43.6 g), PMBC1 (177 mmol, 24.0 mL) and K2C03 (246 mmol, 34.0 g) in acetonitrile (328 mL) was stirred at 60C overnight. After cooling to rt, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure to give ethyl 4-iodo-l-(4-methoxybenzyl)-lH-pyrazole-3-carboxylate and ethyl 4-iodo-l-(4- methoxybenzyl)-lH-pyrazole-5-carboxylate (160 mmol, 61.9 g, 98%).UPLC-MS: RT = 1.05 and 1.19 min; MS m/z ES+= 387.

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.