Category: pyrazoles-derivatives

These common heterocyclic compound, 29097-00-5, name is Methyl 3-amino-1H-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. Quality Control of Methyl 3-amino-1H-pyrazole-4-carboxylate

General procedure: A mixture of dialkyl malonate (10 mmol), anhyd toluene (25 mL), and N,N-dimethylformamide dimethylacetal (DMFDMA) (1.6 mL, 12 mmol) was heated under reflux for 2 h, cooled, and volatile components were evaporated in vacuo. The crude enamino ester 6 was dissolved in acetic acid (30 mL), aminopyrazole 3 (1.4 g, 10 mmol) was added and the mixture was heated under reflux for 5 h. The reaction mixture was cooled to rt and the precipitate was collected by filtration and washed with ethanol (2¡Á10 mL) to give the title compound 7. The following compounds were prepared in this manner.

The synthetic route of Methyl 3-amino-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 35344-95-7, name is 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 35344-95-7, Formula: C4H4N2O

A mixture of 8-(1 -methyl-1 H-indol-6-yl)-quinoxalin-6-ylamine (Intermediate 22) (100.00 mg; 0.34 mmol; 1 .00 eqr.), 1 H-pyrazole-4-carbaldehyde (41.89 mg; 0.44 mmol; 1.30 eg.) and CH3COOH (0.10 ml1.75 mmol; 5.22 eq.) in 1 ,2-dichloroethane (5.00 ml_) under argon at 5¡ãC is stirred for 10 min and next 1 h at rt. After this time, RM is cooled to 5¡ãC and NaBH(OAc)3 (96.80 mg; 0.44 mmol; 1.30 eq.) is added and then RM is stirred at rt overnight. RM is diluted with water and extracted with EtOAc. Combined organic layers are washed with brine, dried over Na2S04, filtered and evaporated. Brown residue is purified by FCC (DCM/MeOH; gradient) and repurified by preparative HPLC. 8-(1 -methyl-1 H-indol-6-yl)-N-(1 H-pyrazol-4- ylmethyl)quinoxalin-6-amine (55.00 mg; yield 46 percent; 99 percent by HPLC) as a yellow solid.

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

139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, 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. category: pyrazoles-derivatives

General procedure: To a solution of 2-aminobenzamide (1.470 mmol, 1.0 eq.) was added to a solution of Terminal Alkyne (1.470 mmol, 1.0 eq.), Tosyl Azide, (1.470 mmol, 1.0eq.), CuI (0.147 mmol, 0.1 eq.), triethylamine (2.941 mmol, 2.0 eq.), in acetonitrile (10 ml) under N2 atmosphere. The mixture was stirred at room temperature for 12 h. After completion of the reaction (as indicated by TLC) the reaction mixture was poured into water (25 mL) and extracted with ethyl acetate (2×25 mL), dried over Na2SO4, concentrated under vacuum to get crude compound which was purified by column chromatography using a mixture of petroleum ether: ethyl acetate to give the desired product as a white solid.

The synthetic route of 139756-02-8 has been constantly updated, and we look forward to future research findings.

Related Products of 1572-10-7,Some common heterocyclic compound, 1572-10-7, name is 3-Amino-5-phenylpyrazole, molecular formula is C9H9N3, 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: The compound tetronic acid (15) (80 mg, 0.8 mmol) was dissolved in 4 mL of ethanol, followed by addition of terphenyl aldehyde 13a (221.2 mg, 0.8 mmol) and 3-amino-5-phenyl pyrazole 14a (127.2 mg, 0.8 mmol). The reaction mixture was refluxed in ethanol at 78 C for an hour. Then reaction suspension was cooled to room temperature, and the precipitated product was collected by vacuum filtration and washed with ethanol (3 mL), then recrystallized from ethanol to afford pure compound 8a as a white solid, 340 mg in 85% yield. Mp: 273-274 C; 1H NMR (300 MHz, DMSO-d6): delta 4.80 (s, 2H), 5.25 (s, 1H ), 6.89-6.99 (m, 1H), 7.19-7.35 (m, 7H), 7.42-7.52 (m, 4H), 7.65 (dd, 4H, J = 8.8, 11.7 Hz), 8.05 (s, 1H), 10.19 (s, 1H ), 12.56 (s, 1H); 13C NMR (300 MHz, DMSO-d6): delta 30.5, 64.8, 94.4, 99.8, 111.1, 111.3, 113.2, 121.3, 125.4, 126.1, 126.7, 126.9, 127.1, 127.2, 127.3, 128.3, 128.7, 128.8, 132.7, 137, 137.2, 138.8, 139.3, 145.8, 152.7, 157.7, 172.2; MS (ESI): 500 [M+H]+; HRMS (ESI) calcd for C32H23O2N3F [M+H]+ 500.1712; found: 500.1738.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Amino-5-phenylpyrazole, its application will become more common.

Electric Literature of 1369959-12-5, 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. 1369959-12-5, name is 3-Chloro-5-nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 3-methyl-5-nitro-lH-pyrazole (2.46 g, 19.40 mmol) and l -methyl-4- piperidinemethanol (5.00 g, 38.70 mmol) in dry Me-THF (190 mL). Di-tert-butyl azodicarboxylate (8.91 g, 38.70 mmol) and PPh3 (10.20 g, 38.70 mmol) were added. The solution was heated at 55 C over the weekend. The reaction mixture was diluted with EtOAc and water. The organic layer was separated and the aqueous layer was extracted thrice with EtOAc. The organic layers were combined, washed with brine, dried over MgS04, filtered and concentrated. The residue (yellow oil) was purified by column chromatography on silica gel (Irregular SiOH, 15-40 muiotaeta, 330 g, liquid loading in DCM, mobile phase: DCM/MeOH, gradient from 100:0 to 90: 10). The fractions containing the product were combined and evaporated to dryness to give 2.36 g of intermediate 195 (51% yield, yellow oil).

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

Related Products of 330792-70-6, A common heterocyclic compound, 330792-70-6, name is 3-Amino-5-(4-phenoxyphenyl)pyrazole-4-carbonitrile, molecular formula is C16H12N4O, 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.

[0179] To a solution of (E)-N-(3-(3-(dimethylamino)acryloyl)phenyl)acetamide (46 mg, 0.2mmol) in HOAc (5 mL) was added 5-amino-3-(4-phenoxyphenyl)-IH-pyrazole- 4-carbonitrile(55 mg, 0.2 mmol). The mixture was stirred at 118 DC for 4 hr. Then the reaction mixture wasconcentrated to a residue and partitioned between ethyl acetate (100 mL) and brine (100 mL).Organic layer was separated, washed with brine (2×100 mL), dried over sodium sulfate andconcentrated to afford 80 mg (90percent) of N-(3-(3-cyano-2-(4-phenoxyphenyl)pyrazolo[l,5-a]pyrimidin-7-yl)phenyl)acetamide as a colorless oil. MS (ESI) m/e [M+ It 446.

The synthetic route of 330792-70-6 has been constantly updated, and we look forward to future research findings.

Electric Literature of 60061-68-9, 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. 60061-68-9, name is 4-Bromo-3-methyl-5-(trifluoromethyl)-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 4-bromo-5-dimethyl-3-(trifluoromethyl)-1 H-pyrazole (4.2g, 18.3 mmol) in acetone (5OmL) was treated with K2C03 (5.07g, 36.7mmol) and iodomethane (2.28mL, 36.7mmol) at rt and the reaction mixture was stirred at rt for 16 hr. The reaction mixture was then diluted with ethyl acetate, washed with water and brine, dried over Na2SO4 and evaporated under reduced pressure. The crude product was purified by column chromatography eluting with ethyl acetate/hexane (15:85) to give 4-bromo-1 ,5-dimethyl-3- (trifluoromethyl)-IH-pyrazole (2.7g, 61%). 1H NMR (400 MHz, DMSOd6) oe 3.85 (s, 3H), 2.28 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-3-methyl-5-(trifluoromethyl)-1H-pyrazole. 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. 3112-31-0, name is 1H-Pyrazole-3,5-dicarboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C5H4N2O4

A. 5-[(R)-2-Biphenyl-4-yl-1-(1-carboxy-cyclopropylmethyl)-ethylcarbamoyl]-2H-pyrazole-3-carboxylic acid (R7 = H) 3,5-Pyrazoledicarboxylic acid (35.2 mg, 226 mumol, 1.0 eq.), DIPEA (126 muL) and HATU (85.9 mg, 226 mumol, 1.0 eq.) and DCM (5 mL) were combined and stirred for 5 minutes at room temperature. 1-((R)-2-Amino-3-biphenyl-4-yl-propyl)-cyclopropanecarboxylic acid (86.7 mg, 294 mumol, 2.3 eq,) and DIPEA (0.5 mL) in DCM (5 mL) was added, and the resulting mixture was stirred for 1 hour. The reaction was quenched with saturated aqueous NH4Cl and the product was extracted with DCM, dried and evaporated. The resulting product was combined with AcOH (1.5 mL) and purified with preparative HPLC to yield the title compound (21.4 mg; 93percent purity). MS m/z [M+H]+ calc’d for C24H23N3O5, 434.16; found 433.5.

The synthetic route of 3112-31-0 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 398491-61-7,Some common heterocyclic compound, 398491-61-7, name is tert-Butyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate, molecular formula is C12H20N4O2, 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 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4- c]pyrazole-5(1H)-carboxylate (1.0 g, 3.95 mmol) and TEA (0.6 g, 0.82 mL, 5.93 mmol) in THF (10 mL) was added ethyl chioroformate (0.43 g, 0.38 mL, 3.95 mmol) dropwise at 0 C. The mixture was stirred at 0 C for 1 h. The solvent was evaporated and the residue was partitioned with EtOAc and sat. NaHCO3. The organic layer was washed with water and brine, dried (Na2SO4). This was concentrated to give 5-(tert-butyl) ethyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate as an off white solid (1.28 g, 100 %). LC/MS (ESI) m/z = 325.3 (M + H)

The synthetic route of 398491-61-7 has been constantly updated, and we look forward to future research findings.

Electric Literature of 84547-84-2, 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. 84547-84-2, name is 4-Bromo-1-methyl-1H-pyrazole-5-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

To a RT solution of 4-bromo-l -methyl- lH-pyrazole-5-carboxylic acid (2.0 g, 9.8 mmol) in THF (24.4 ml) was added BH3.THF complex (19.5 mL of a 1M solution in TFIF, 19.5 mmol) and the reaction was stirred at RT for 1 h, then was heated to 50 C and stirred at 50 C for 3 days, then was cooled to RT. The reaction was quenched slowly by dropwise addition of 1M aq. HC1 (10 mL) at RT, then was partitioned between CH2Cl2 (30 mL) and water (30 mL). The aqueous phase was extracted with CFLCh (2 X 30 mL) and the combined organic extracts were dried (MgS04) and filtered through a pad of Si02 to give the crude title compound (1.86 g, 100 % yield) as a white solid. LCMS, [M + H]+ = 191.0, 193.0.

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