Tag: M.W:100-200

5334-39-4, name is 3-Methyl-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. Recommanded Product: 5334-39-4

To a solution of 3-methyl-4-nitro-lH-pyrazole (1 -1, 398 nig, 3.13 mmol) in DMF (10 niL) was added NaH (125 mg, 3.13 mmol, 60% purity) at 0 C, then the reaction was stirred at 20 C for 1 h. Then, (3-methyl- 5,6,7,8-tetrahydro-[l,2,4]triazolo[4,3-a]pyridin-6-yl) methanesulfonate (604 mg, 2.61 mmol, 70% purity) in DMF (4 mL) was added to the solution at 20 C. Then, the mixture was stirred at 80 C for 12 h. The reaction solution was added with NH4Q solution (20 ml,), extracted with DCM:MeOH (20 mL chi 3, ratio=3: l). The organic layers were combined, dried over Na2S04, filtered and concentrated under reduced pressure. The crude product was purified by prep-TLC (DCM:MeOH = 5: 1) to give a mixture of 3-niethy3~6~(3-methyi-4~nitro^ and 3- methyl-6-(5~methyl-4-nitro-pyra^ as a yellow gum. LCMS: RT 0.925 min, m/z = 263.1 | M – H j ‘ . NMR (400 MHz, CDC13): delta 8.25 (s, 0.6 H), 8.13 (s, 0.3 H), 4.68 – 4.81 (m, 1 H), 4.14 – 4.42 (m, 2 H), 3.02 – 3.31 (m, 2 H), 2.77 (s, 1 H), 2.55 (s, 2 H), 2.44 – 2.53 (m, 4 H), 2.43 (s, 1 1H 1).To a mixture of 3-methyl-6-(3-methyl-4-nitro-pyrazol-l-yl)-5,6,7,8-tetrahydro-[l,2,4]triazolo[4,3-aJpyri and 3-me1hyl-6-(5-methyl-4-nitro-pyrazol-l-yl)-5,6,7,8-tetrahydro-[l ,2,4]triazolo[4,3-a]pyridm (100 mg, 381.29 muetaiotaomicron) in Me OH (10 mL) was added Pd/C (10%, 50 mg) under N2. The suspension was degassed and purged with H2 for 3 times. The mixture was stirred under H2 ( 15 psi) at 20 C for 5 h. The reaction solution was filtered through a pad of celite, the filtrate was concentrated under reduced pressure to give a crude 5 -methyl- 1 -(3 -methyl-5 ,6,7,8 -tetrahydro- j 1 ,2,4 jtriazolo [4,3 -a]pyridin-6-yl)pyrazol-4-amine and 3 – m.ethyi~-(3-ni6thyl~5,6,7,8~tetrahy LCMS: RT0.173 min, m/z = 233.1 [M+H]+.

The synthetic route of 5334-39-4 has been constantly updated, and we look forward to future research findings.

Reference of 16461-94-2, 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. 16461-94-2, name is 4-Bromo-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

3-Amino-4-bromopyrazole (5 g, 30.9 mmol) and 4-methoxybenzyl chloride (21 g, 134 mmol, 4.3 equiv.) werecombined in anhydrous DMF (25 mL) and added dropwise to a stirred suspension of sodium hydride (60% dispersionin mineral oil, 6.25 g, 156 mmol, 5 equiv.) in anhydrous DMF (50 mL). The presuming suspension was stirred 2 days atroom temperature. Water (300 mL) was added slowly and the resulting mixture was extracted with ether (4 x 350 mL).The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated underreduced pressure. The crude product was dissolved in dichloromethane and purified by silica gel chromatography using a gradient from 10% to 20% ethyl acetate-hexanes. The product, a white solid, is obtained as a 60:40 mixture of the 1-benzylated-1 H product and the 2-benzylated-2H product (14.96 g total, 93% yield). The compound from Preparative Example 100-C (10 g, 19.15 mmol) and 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (11.95 g, 57.42 mmol, 3.0 equiv.) were combined in 120 mL dimethoxyethane. 2M sodiumcarbonate solution (30 mL, 60 mmol, 3.1 equiv.) was added followed by tetrakis(triphenylphosphine) palladium(0) (2.36g, 2.04 mmol, 0.11 equiv.). The mixture was stirred 16 hours at 90 C. After cooling to room temperature, water (200mL) and brine (50 mL) were added and the mixture was extracted with ethyl acetate (2 x 200 mL). The extracts werecombined, washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Thecrude product was dissolved in dichloromethane and purified by silica gel chromatography using a gradient from 33%to 66% ethyl acetate-hexanes. The 1-benzylated-1 H product (Rf = 0.27 in 66% ethyl acetate-hexanes) elutes first,followed by the 2-benzylated-2H-product (Rf= 0.19 in 66% ethyl acetate-hexanes). The product is obtained as a yellowsolid (5.60 g total, 56% yield) with an isomeric ratio of 62:38.

The synthetic route of 4-Bromo-1H-pyrazol-3-amine has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 1001020-14-9, name is 3-(Trifluoromethyl)-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 1001020-14-9, SDS of cas: 1001020-14-9

b) 2-(3-(4-Formyl-3-(trifluoromethyl)-1 H-pyrazol-1-yl)propanamido)-N-methyl-4, 5,6,7- tetrahydrobenzo[b]thiophene-3-carboxamide3-(Trifluoromethyl)-1 H-pyrazole-4-carbaldehyde (437 mg, 2.66 mmol) and 2-(3- chloropropanamido)-N-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (801 mg, 2.66 mmol) were dissolved in DMF (15 ml_). Potassium carbonate (368 mg, 2.66 mmol) was added followed by potassium iodide (10 mg, 0.06 mmol). The reaction mixture was left to stand for 7 days. Water was added and the reaction mixture extracted into EtOAc (x 3). The EtOAc layers were combined and washed with water (x 5), brine, dried over MgSO4, filtered and the solvent removed in vacuo to give desired product as a yellow solid (970 mg, 2.26 mmol, 85 %). MS (ESI) : m/z 429.3 [M + H]+ .

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-(Trifluoromethyl)-1H-pyrazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 143426-52-2, 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. 143426-52-2, name is 1-(4-(Chloromethyl)phenyl)-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

E) methyl 5- (4- ( lH-pyrazol-l-yl ) benzyl) -3-fluoro-2-hydroxy-4- methylbenzoate Tetrakis (triphenylphosphine) palladium ( 0 ) (0.40 g) was added to a mixture of methyl 3-fluoro-2-hydroxy-4-methyl-5- (4,4,5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl ) benzoate (2.13 g) , 1- (4- (chloromethyl) phenyl) -lH-pyrazole (1.3.2 g) , sodium carbonate (1.46 g) , DME (30.0 mL) and water (10.0 mL) under argon atmosphere, and the mixture was stirred overnight at 80C. The reaction mixture was allowed to be cooled to room temperature, water was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.33 g) . MS: [M+H]+ 341.1.

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-(4-(Chloromethyl)phenyl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Application of 118430-74-3, 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 118430-74-3 as follows.

Example 71 Synthesis of N-(3-Cyclopropyl-1-methyl-1H-pyrazol-5-yl)-7-(3,5-dimethylisoxazol-4-yl)-6-methoxy-2-methyl-9H-pyrimido[4,5-b]indol-4-amine (Cpd. No. 121) Pd2(dba)3 (27 mg, 0.03 mmol) and BINAP (37 mg, 0.06 mmol) were mixed in anhydrous toluene (5 mL). The mixture was heated at reflux for 3-4 minutes. This clear, orange-red color solution was transferred into a round-bottom flask containing S13 (102 mg, 0.3 mmol), 3-cyclopropyl-1-methyl-1H-pyrazol-5-amine (90 mg, 0.6 mmol), K3PO4 (212 mg, 1.0 mmol), and anhydrous toluene (4 mL). The mixture was heated at reflux for overnight before quenching with methanol. The reaction mixture was filtered through a pad of Celite and the organic layer was collected, concentrated, and purified by HPLC to yield Cpd. No. 121 as a CF3CO2H salt in 49 mg. 1H NMR (300 MHz, MeOD-d4): 7.45 (s, 1H), 7.25 (s, 1H), 6.09 (s, 1H), 3.86 (s, 3H), 3.75 (s, 3H), 2.71 (s, 3H), 2.31 (s, 3H), 2.14 (s, 3H), 2.00-1.80 (m, 1H), 1.00-0.90 (m, 2H), 0.76-0.68 (m, 2H). ESI-MS calculated for C24H26N7O2 [M+H]+=444.21, Observed: 444.33.

According to the analysis of related databases, 118430-74-3, the application of this compound in the production field has become more and more popular.

Reference of 5071-61-4,Some common heterocyclic compound, 5071-61-4, name is 5-Phenyl-1H-pyrazole-3-carboxylic acid, molecular formula is C10H8N2O2, 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 intermediate 12-g (1.2 g, 2.30 mmol) in DMF, cooled to 0 C., were sequentially added 5-phenyl-1H-pyrazole-3-carboxylic acid (455 mg, 2.42 mmol), HATU (1.0 g, 2.77 mmol) and DIPEA (1.60 mL, 9.22 mmol) and the reaction mixture was stirred at 0 C. for 2 hours. Saturated aqueous ammonium chloride and ethyl acetate were added; the organic layer was separated, washed with saturated aqueous ammonium chloride, saturated aqueous NaHCO3 and brine, dried over anhydrous MgSO4, filtered and concentrated in vacuo. Purification by silica gel chromatography provided intermediate 62-a as a white solid.

The synthetic route of 5071-61-4 has been constantly updated, and we look forward to future research findings.

Reference of 3994-50-1,Some common heterocyclic compound, 3994-50-1, name is 1-Methyl-4-nitro-1H-pyrazole, molecular formula is C4H5N3O2, 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, IH), 6.97 (s, IH).

The synthetic route of 3994-50-1 has been constantly updated, and we look forward to future research findings.

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. 4058-91-7, name is 5-Amino-1-methyl-1H-pyrazole-4-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C5H7N3O2

As shown in Scheme 1, 3-substituted phenyl-5-methylisoxazole-4-carboxylic acid (0.02mol) was added to distillated SOCl2 (50 mL) and reacted at 80 C for 5 h to obtainintermediate 2. Then, intermediate 2 (0.02 mol) was added dropwise to a stirred solution of5-amino-1-methyl-1H-pyrazole-4-carboxylic acid (0.02 mol) in anhydrous tetrahydrofuran (THF,100 mL) and trimethylamine, the reaction mixture was stirred at room temperature for 2.0 h.The reaction mixture was poured into cold 5.0% dilute HCl solution (200 mL). The solid obtainedwas filtered, washed several times with water, dried to give the crude product which was furtherrecrystallized and dried to give intermediate 3. A mixture of intermediate 3 (0.02 mol) and aceticanhydride (0.2 mol) was heated under reflux for 4.0 h. The solvent was removed under reducedpressure. The residue was washed with water. The separated solid was collected by filtration,washed with water, dried, and recrystallized and dried to give intermediate 4. To a solution ofintermediate 4 (10 mmol) in THF (50 mL), 6 mL of 80% hydrazine hydrate was added slowly atroom temperature. Then, the mixture was further reacted at room temperature for 2 h. The solventwas removed under reduced pressure, and the residue was washed with water and anhydrousethanol to give the crude product, then recrystallized by ethanol and dried under vacuum to give thekey intermediate 3-(2-chlorophenyl)-N-(4-(hydrazinecarbonyl)-1-methyl-1H-pyrazol-5-yl)-5-methylisoxazole-4-carboxamide 5.

The synthetic route of 4058-91-7 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 20154-03-4, name is 3-(Trifluoromethyl)-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 20154-03-4, Formula: C4H3F3N2

Step E: Preparation of 8-chloro-7-methoxy-4-(4-methoxy-benzyloxy)-2-(3-trifluoromethyl-1H-pyrazol-1-yl)-quinoline 234a. To a stirred solution of compound 233a (821 mg, 1.1 eq.) in anhydrous DMF (20 mL) at 0° C. was added NaH (241 mg, 1.1 eq.) portionwise. After the reaction mixture was stirred for 1 hr at room temperature, compound 221d (2 g, 1 eq.) was added and the mixture was stirred at 90° C. for 16 hrs. After the reaction mixture was cooled to room temperature, EtOAc was added. The organic phase was washed with HCl (2.5 N), dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude material was purified by chromatography on silica gel (petroleum ether/DCM, 50/50) to give compound 234a as a white solid in 51percent yield. MS (ESI, EI-) m/z=461.9 (MH-). 7-Methoxy-4-(4-methoxy-benzyloxy)-8-methyl-2-(3-trifluoromethyl-1H-pyrazol-1-yl)-quinoline 234c was synthesised from compounds 221b and 233a, following the procedure as described for compound 234a, as a white solid in 19percent yield. 1H NMR (CDCl3, 400 MHz) delta (ppm) 2.64 (s, 3H), 3.86 (s, 3H), 3.99 (s, 3H), 5.33 (s, 2H), 6.75 (d, J=2.58 Hz, 1H), 6.98 (d, J=8.78 Hz, 2H), 7.20 (d, J=9.22 Hz, 1H), 7.48 (d, J=8.78 Hz, 2H), 7.57 (s, 1H), 8.07 (d, J=9.08 Hz, 1H), 8.88 (s, 1H).

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Adding a certain compound to certain chemical reactions, such as: 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-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 35691-93-1, HPLC of Formula: C8H12N2O2

General procedure: 4.3.1. Ethyl 5-amino-2-methylpyrazolo[1,5-a]quinoline-3-carboxylate (7a). Condition C: A mixture of 2-fluorobenzonitrile6a (121 mg, 1.00 mmol), 1H-pyrazole 4 (202 mg, 1.20 mmol) andCs2CO3 (980 mg, 3.00 mmol) in DMF (5.0 mL) was stirred at 120 Cfor 16 h. After monitoring the end of the reaction on TLC, themixture was cooled to room temperature and diluted with water.The resulting mixture was extracted with ethyl acetate twice. Thecombined organic layers werewashed with water twice, dried overMgSO4 and the solvent was removed in vacuo to afford a residue.The residue was purified by flash column chromatography(hexane:EtOAc1:1) on silica gel to afford 7a (124 mg, 46% yield).Condition D: The reaction was carried out in DMSO instead of DMFunder the same conditions as that of condition C to afford 7a (175 mg, 65% yield).

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, Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.