Month: April 2021

37687-24-4, name is Diethyl 3,5-pyrazoledicarboxylate, 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: 37687-24-4

A mixture of 2-bromo-1-(4-methyl-3,4-dihydro-2H-1,4-benzoxazin-6-yl)ethanone hydrobromide (Intermediate 28A, 1.77 g, 3.2 mmol, 63% purity), diethyl 1H-pyrazole-3,5-dicarboxylate (642 mg, 3.0 mmol) and potassium carbonate (2.09 g, 15.1 mmol) in acetone (40 ml) was stirred overnight at room temperature. The solids were filtered off, and the filtrate was concentrated under re- duced pressure. The residue was purified by flash-chromatography on silica gel (eluent: petrole- um ether/ ethyl acetate 2:1) to give 1.18 g (96% of theory) of the title compound. LC/MS [Method 14]: Rt = 1.21 min; MS (ESIpos): m/z = 402 [M+H]+. 1H-NMR (300 MHz, DMSO-d6): d [ppm] = 7.44 (s, 1H), 7.28-7.33 (m, 2H), 6.83 (d, 1H), 6.06 (s, 2H), 4.36-4.45 (m, 4H), 4.28 (q, 2H), 3.28-3.31 (m, 2H), 2.92 (s, 3H), 1.40 (t, 3H), 1.31 (t, 3H).

The synthetic route of 37687-24-4 has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 42098-25-9, name is 5-Chloro-1-methyl-4-nitro-1H-pyrazole, molecular formula is C4H4ClN3O2, 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. Computed Properties of C4H4ClN3O2

Example 56 3,3-Difluoro-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)piperidine A mixture of 5-chloro-1-methyl-4-nitro-1H-pyrazole (0.1 g, 4.5 mmol), 3,3-difluoropiperidine hydrochloride (0.14 g, 0.93 mmol) and DIPEA (0.5 mL, 2.8 mmol) in EtOH (3 mL) was heated at 130 C. in a microwave for 1 hr. Additional DIPEA (0.5 mL, 2.8 mmol) and 3,3-difluoropiperidine hydrochloride (0.29 g, 1.8 mmol) were added and the mixture was heated at 130 C. in a microwave for 2 hr. The solvent was removed under reduced pressure and the crude product was purified via silica gel column chromatography (0-60% EtOAc/isohexane) to yield 3,3-difluoro-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)piperidine as a yellow oil (127 mg, 83%). 1H NMR (400 MHz, CDCl3) delta 8.04 (s, 1H), 3.80 (s, 3H), 3.41-3.29 (m, 2H), 3.26-3.04 (m, 2H), 2.17-2.03 (m, 2H), 1.97-1.88 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 42098-25-9, its application will become more common.

Synthetic Route of 3994-50-1, A common heterocyclic compound, 3994-50-1, name is 1-Methyl-4-nitro-1H-pyrazole, molecular formula is C4H5N3O2, 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.

A mixture of a portion (0.7 g) of the material so obtained, platinum oxide (0.05 g), ethyl acetate (5 ml) and ethanol (15 ml) was stirred under 3 atmospheres pressure of hydrogen for 2 hours. The catalyst was removed by filtration and the filtrate was evaporated. There was thus obtained the required starting material (0.6 g); 1H NMR: (DMSOd6) 3.64 (s, 3H), 6.86 (s, 1H), 6.97 (s, 1H).

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.

Reference of 1453-58-3,Some common heterocyclic compound, 1453-58-3, name is 3-Methylpyrazole, molecular formula is C4H6N2, 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.

Method B(a) 1 -Benzenesulfongammal-3 -methyrpyrazole A mixture of 3-methylpyrazole (5 g, 60.9 mmol), benzenesulfonyl chloride (8.55 mL, 67 mmol) and triethylamine (9.3 mL5 67 mmol) in acetonitrile was heated at reflux for 2 h5 allowed to cool and concentrated. EtOAc (300 mL) was added and the solution was filtered and concentrated to provide a solid residue which was crystallised from EtOAc to give the title compound as an off-white powder (Yield: 7.92 g5 58 percent).1H-NMR (DMSO-d6): delta 8.35 (d, IH)5 7.97-7.94 (m, 2H), 7.78 (tt, IH)5 7.66 (t, 2H), 6.43 (d, IH)5 2.17 (S5 3H).

The synthetic route of 1453-58-3 has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 4149-06-8, name is 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one, 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. COA of Formula: C9H9N3O

General procedure: The mixture of isatin (1 mmol), 3-amino-1-phenyl-1H-pyrazol-5(4H)-one (1 mmol), 1,2-diarylethan-1-one, 2,3-dihydroinden-1-one (1 mmol) or 3,4-dihydronaphthalen-1(2H)-one (1 mmol), H2O (6 mL), HOAc (2 mL) was put in a reaction flask under 90 C about 5-7 h (monitored by TLC). After completion, the reaction mixture was cooled to room temperature and the products would be isolated out at same time. Then, compound 4 was recrystallized from DMF, however, the pure products of 6 and 8 were filtered from water, dried, without further recrystallization.

The synthetic route of 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one has been constantly updated, and we look forward to future research findings.

Related Products of 5334-28-1,Some common heterocyclic compound, 5334-28-1, name is 5-Amino-1-(4-bromophenyl)-1H-pyrazole-4-carbonitrile, molecular formula is C10H7BrN4, 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: A suspension of the appropriate derivatives 2a-d or 9(0.001 mol) was dissolved in glacial acetic acid (3 mL) then POCl3(0.2 mL) was added quickly. The reaction mixture was refluxedfor 2 h (the reaction system was carefully observed by TLC). Aftercooling the mixture, ice-water was added and the formed precipitatewas filtered, washed with water, dried and recrystallized fromformic acid to give compounds 3e-h or 10b

The synthetic route of 5334-28-1 has been constantly updated, and we look forward to future research findings.

Related Products of 402-61-9,Some common heterocyclic compound, 402-61-9, name is 5-Methyl-1H-pyrazole-3-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.

General procedure: To a solution of 5-methyl-1H-pyrazole-3-carboxylic acid (19; 1.1-3.3 equiv) in DMF (5 mL) were added EDCI¡¤HCl (1.1-3.3 equiv), HOBt¡¤H2O (1.1-3.3 equiv) and DIPEA (1.1-3.3 equiv) at 0 C and the resulting mixture was stirred at this temperature for 30 min. The corresponding derivative bearing one to three amino groups (17, 25-28 or 36; 1 equiv), dissolved in DMF (1 mL), was added and the reaction mixture was stirred for 48 h at r.t. After this time, the reaction mixture was poured into ice-water (30 mL) and the formed precipitate was filtered off and washed thoroughly with small amounts of distilled H2O to free it from DMF. After drying in a dessicator, the desired products were obtained as white solids. 1,3,5-Tris[(5-methyl-1H-pyrazol-3-yl-carbonyl)aminomethyl]-2,4,6-triethylbenzene (6) Yield: 78% (0.11 g, 0.19 mmol); white solid; mp 178 C (dec.). 1H NMR (400 MHz, CD3OD): delta = 6.50 (s, 3 H), 4.65 (s, 6 H), 2.85 (q, J =7.5 Hz, 6 H), 2.29 (s, 9 H), 1.20 (t, J =7.5 Hz, 9 H). 13C NMR (100 MHz, CD3OD): delta = 164.63, 147.88, 145.72, 142.02,133.02, 105.52, 38.75, 24.05, 16.67, 10.48. HRMS (ESI): m/z [M + H]+ calcd for C30H40N9O3: 574.32486; found: 574.32506.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methyl-1H-pyrazole-3-carboxylic acid, its application will become more common.

Synthetic Route of 175277-11-9, The chemical industry reduces the impact on the environment during synthesis 175277-11-9, name is 3-tert-Butyl-1-methylpyrazole-5-carboxylic Acid, I believe this compound will play a more active role in future production and life.

31) 3-(tert-butyl)-N-(2-hydroxy-3-methoxybenzyl)-1-methyl-1H-pyrazole-5-carboxamide To a solution of aldehyde (500 mg, 2.07 mmol, 1.0 eq) in toluene (15 mL) was added 2,4-dimethoxybenzyl amine (345 mg, 2.07 mmol, 1.0 eq) and the reaction mixture was stirred at room temperature for 24 h. Toluene was removed to give a residue, which was taken in MeOH (15 mL) and then NaBH4 (157 mg, 4.14 mmol, 2.0 eq) was added slowly. The reaction mixture was stirred at room temperature for 6 h. Solvent was removed and the residue was extracted in ethyl acetate and stirred with saturated aq NaHCO3 for 1 h. The organic layer was collected, dried and solvent was removed to give the crude amine, which was used in the next step without further purification. To a solution of the crude amine (0.509 mmol, 1.1 eq) in DMF (10 mL) were added the acid (84 mg, 0.463 mmol, 1.0 eq), DIEA (300 mg, 2.32 mmol, 5 eq) and HBTU (211 mg, 0.56 mmol, 1.2 eq) and the reaction mixture was stirred at rt for 12 h. The reaction mixture was then diluted with ethyl acetate (20 mL) and washed with 10% aq HCl (1*20 mL), sat NaHCO3 (1*20 mL) and water (4*20 mL). Organic layer was collected, dried (MgSO4) and evaporated to give a crude product, which was purified by column chromatography (EtOAc/Hexane 25% to 75%)) to give the amide, which was directly used in the next step. The amide was treated with 95% TFA:H2O for 12 h. TFA was removed and azeotroped with toluene to give a residue, which was purified by column chromatography (EtOAc/Hexane 10% to 50%) to give the desired product in low yield. Mass Spectrum (LCMS, ESI Pos.) Calcd. For C17H24N3O3: 318.0 (M+H), Found 318.0.

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-tert-Butyl-1-methylpyrazole-5-carboxylic Acid, other downstream synthetic routes, hurry up and to see.

Application of 6076-14-8, These common heterocyclic compound, 6076-14-8, name is Ethyl 4-bromo-5-methyl-1H-pyrazole-3-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.

ethyl 4-bromo-5-methyl-1 H-pyrazole-3-carboxylate (p76, 900 mg, 3.86 mmol) was dissolved in DMF (6 mL) and cooled with an ice bath. Then NaH 60% dispersion in oil (309 mg, 7.72 mmol) was added portion-wise and the resulting mixture was stirred for 30 min before adding iodomethane (0.29 mL, 4.63 mmol). The reaction mixture was stirred at RT for 3 hrs. It was diluted with water and extracted with EtOAc (3x). The organic phase was dried and evaporated and the residue was purified by S1O2 column (eluting from cHex to 50% EtOAc) to afford ethyl 4-bromo-2,5-dimethyl-1 H-pyrazole-3- carboxylate (260 mg) as oil and ethyl 4-bromo-1 ,5-dimethyl-1 H-pyrazole-3-carboxylate (p77, y= 44% yield) as white solid. NMR (1H, DMSO-c/6) delta 4.26 (q, 2H), 3.86 (s, 3H), 2.27 (s, 3H), 1.28 (t, 3H)

Statistics shows that Ethyl 4-bromo-5-methyl-1H-pyrazole-3-carboxylate is playing an increasingly important role. we look forward to future research findings about 6076-14-8.

Some common heterocyclic compound, 916211-79-5, name is 5-Chloro-1H-pyrazol-3-amine, molecular formula is C3H4ClN3, 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: 5-Chloro-1H-pyrazol-3-amine

A solution of ie/ -butyl (4S)-4-methoxy-3-oxo-pentanoate (1.96 g, 9.7 mmol) in DMF-DMA (1.25 mL) was heated at 120 C for 1 hour, then cooled to 80 C, and a solution of 3-chloro-lH-pyrazol-5-amine (1.14 g, 0.97 mmol) in EtOH (12.5 mL) was added. The resulting mixture was stirred for 2 hours at 80 C, then concentrated under reduced pressure. The residue was purified by silica chromatography (hexane: EtOAc= 5: 1 to 1: 1) to give the title compound (1.60 g, 53%). 1H NMR (400 MHz, DMSO-J6): delta 8.66 (s, 1H), 7.05 (s, 1H), 5.26 (q, 1H), 3.22 (s, 3H), 1.62 (d, 3H), 1.56 (s, 9H). MS m/z 312.24 [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 916211-79-5, its application will become more common.