Extended knowledge of 35277-02-2

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

A common heterocyclic compound, 35277-02-2, name is 4-Fluoro-1H-pyrazole, molecular formula is C3H3FN2, 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. 35277-02-2.

A mixture of tert-butyl 4-[[2-[5-bromo-3-(methoxymethoxy)-2-pyridyl]thiazolo[5,4-d]thiazol-5- yl]-methyl-amino]piperidine-l-carboxylate (86 mg, 0.15 mmol), obtained using the chemistry described in Example 16, Step 2, 4-fluoro-lH-pyrazole (19 mg, 0.22 mmol), cuprous iodide (3 mg, 0.016 mmol), trans-N,N’-dimethylcyclohexane-l, 2-diamine (5 mg, 0.034 mmol) and K2CO3 (52 mg, 0.38 mmol) in toluene (0.3 mL) was stirred at 100 C for 12 h. The reaction was concentrated, diluted with CH2CI2 and washed with aqueous NH4CI, brine and dried. After the removal of the solvent, the residue was chromatographed (EtOAc in CH2CI2, 0-100%) to provide tert-butyl 4- [ [2- [5-(4-fluoropyrazol- 1 -yl)-3 -(methoxymethoxy)-2-pyridyl] thiazolo [5 ,4-d] thiazol- 5-yl]-methyl-amino]piperidine-l-carboxylate. The product was treated with HC1 in dioxane (3.0 mL, 4.0 M) at room temperature for 4 h and the precipitate was collected, wahsed with diethyl ether and dried to provide 5-(4-fluoropyrazol-l-yl)-2-[5-[methyl(4-piperidyl)amino]thiazolo[5,4- d]thiazol-2-yl]pyridin-3-ol hydrochloride (46 mg, 65.2%). LC-MS 432.4 [M+H]+, RT 1.21 min, 1H NMR (DMSO -d6) d: 11.15 (br s, 1H), 8.69-8.94 (m, 3H), 8.65 (d, 7=2.1 Hz, 1H), 7.97 (d, 7=4.0 Hz, 1H), 7.86 (d, 7=2.1 Hz, 1H), 4.37-4.62 (m, 1H), 3.33- 3.42 (m, 2H), 3.04-3.19 (m, 2H), 3.01 (s, 3H), 2.03-2.18 (m, 2H), 1.84-1.97 (m, 2H).

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

Discovery of 35277-02-2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Fluoro-1H-pyrazole, its application will become more common.

35277-02-2,Some common heterocyclic compound, 35277-02-2, name is 4-Fluoro-1H-pyrazole, molecular formula is C3H3FN2, 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 tert-butyl ((6-chloropyridazin-3-yl)methyl)carbamate (300 mg, 1.2 mmol), 4-fluoro-1H-pyrazole (106 mg, 1.2 mmol) and Cs2CO3 (1.2 g, 3.6 mmol) in ACN (20 ml) was stirred at 80 C for 6 h. The reaction mixture was then filtered, and the filtrate was concentrated to give tert-butyl ((6-(4-fluoro-1H-pyrazol-1-yl)pyridazin- 3-yl)methyl)carbamate (246 mg, Purity: 80%), which was used in the next step 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 4-Fluoro-1H-pyrazole, its application will become more common.

Sources of common compounds: 35277-02-2

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

35277-02-2, A common heterocyclic compound, 35277-02-2, name is 4-Fluoro-1H-pyrazole, molecular formula is C3H3FN2, 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.

To a dry, nitrogen-purged 100 mL round-bottom flask equipped with a dropping funnel under argon atmosphere, NaH of 60% dispersion in mineral oil (674 mg, 16.9 mmol) was added in 60 mL of anhydrous THF solvent in the flask at ice-water bath, and 4-fluoro-1H-pyrazole (691 mg, 8.03 mmol) was stirred in over 30 min at the ice-water bath. Into the flask, the solution of (R)-3-bromo-2- hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)propanamide (2.98 g, 8.03 mmol) in 10 mL of anhydrous THF was added through dropping funnel under argon atmosphere at the ice-water bath and stirred overnight at room temperature. After adding 1 mL of H2O, the reaction mixture was condensed under reduced pressure, and then dispersed into 50 mL of EtOAc, washed with 50 mL (x 2) water, evaporated, dried over anhydrous MgSO4, and evaporated to dryness. The mixture was purified with flash column chromatography as an eluent EtOAc/hexane = 1/2 to produce designed compound (2.01 g, 67%) as yellowish solid.MS (ESI) m/z 375.08 [M- H]-; 377.22 [M + H] +; 399.04 [M + Na]+;19F NMR (CDCl3, decoupled) d -60.13, -176.47; assigned by NOE and COSY; 1H NMR (400 MHz, CDCl3) d 9.14 (bs, 1H, NH), 8.01 (s, 1H), 7.97-7.91 (m, 2H), 7.38 (d, J = 3.6 Hz, 1H), 7.35 (d, J = 4.4 Hz, 1H), 5.95 (s, 1H, OH), 4.56 (d, J = 14.0 Hz, 1H), 4.17 (d, J = 14.0 Hz, 1H), 1.48 (s, 3H).

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

New learning discoveries about 35277-02-2

The synthetic route of 35277-02-2 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. 35277-02-2, name is 4-Fluoro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 35277-02-2

3-(3-(4-(chloromethyl)benzyl)isoxazol-5-yl)pyridin-2 -amine (Intermediate B, 80mg, 0.27mmol) and 4-fluoro-lH-pyrazole (92mg, l .07mmol) were dissolved in NMP (lml). Potassium 2-methylpropane- 2-olate (1M in THF, 0.80mL, 0.80mmol) was added and the mixture was stirred for 5min at 60C. The cooled reaction mixture was directly purified by column chromatography (Si02, hexane/ethyl acetate). Fraction containing the product were concentrated under reduced pressure and further purified by HPLC to yield 3-(3-(4-((4-fluoro-lH-pyrazol-l-yl)methyl)benzyl)isoxazol-5-yl)pyridin-2-amine (75mg, 0.22mmol, 80%) as a white solid. 400 MHz NMR (CDCl3) d 8.14 (s, 1H), 7.69 (dd, J= 7.7, 1.7 Hz, 1H), 7.35 (dd, J= 4.3, 0.8 Hz, 1H), 7.31 – 7.13 (m, 5H), 6.70 (dd, J= 7.7, 4.7 Hz, 1H), 6.24 (s, 1H), 5.43 (s, 2H), 5.18 (s, 2H), 4.04 (s, 2H). MS: 350.3 [M+H]+.

The synthetic route of 35277-02-2 has been constantly updated, and we look forward to future research findings.

New learning discoveries about 35277-02-2

The synthetic route of 35277-02-2 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. 35277-02-2, name is 4-Fluoro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 35277-02-2

3-(3-(4-(chloromethyl)benzyl)isoxazol-5-yl)pyridin-2 -amine (Intermediate B, 80mg, 0.27mmol) and 4-fluoro-lH-pyrazole (92mg, l .07mmol) were dissolved in NMP (lml). Potassium 2-methylpropane- 2-olate (1M in THF, 0.80mL, 0.80mmol) was added and the mixture was stirred for 5min at 60C. The cooled reaction mixture was directly purified by column chromatography (Si02, hexane/ethyl acetate). Fraction containing the product were concentrated under reduced pressure and further purified by HPLC to yield 3-(3-(4-((4-fluoro-lH-pyrazol-l-yl)methyl)benzyl)isoxazol-5-yl)pyridin-2-amine (75mg, 0.22mmol, 80%) as a white solid. 400 MHz NMR (CDCl3) d 8.14 (s, 1H), 7.69 (dd, J= 7.7, 1.7 Hz, 1H), 7.35 (dd, J= 4.3, 0.8 Hz, 1H), 7.31 – 7.13 (m, 5H), 6.70 (dd, J= 7.7, 4.7 Hz, 1H), 6.24 (s, 1H), 5.43 (s, 2H), 5.18 (s, 2H), 4.04 (s, 2H). MS: 350.3 [M+H]+.

The synthetic route of 35277-02-2 has been constantly updated, and we look forward to future research findings.

Some scientific research about 35277-02-2

Statistics shows that 4-Fluoro-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 35277-02-2.

35277-02-2, Name is 4-Fluoro-1H-pyrazole, 35277-02-2, 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.

To a solution of [3-[2-(9-cyano-3,5- dihydro-2H-pyrido[3,4-f][l,4]oxazepin-4-yl)-l,l-dimethyl-2-oxo-ethyl]cyclobutyl] methanesulfonate (200 mg, 0.51 mmol) and 4-fluoro-lH-pyrazole (88 mg, 1.02 mmol) in DMF (2 mL) was added CS2CO3 (331 mg, 1.02 mmol) at 25 C, and then the solution was stirred at 100 C for 12 h. The reaction mixture was partitioned between DCM/i-PrOH (v:v = 3 : 1, 3 x 10 mL) and water (5 mL). The organic phase was separated, washed with brine (5 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The residue was purified by prep-HPLC with the following conditions: column: Xtimate C18 150 25 mm 5 muiotaeta; mobile phase: [water (10 mM H4HC03)-ACN]; B%: 30%-50% over 10.5 min. to provide the title compound as a light yellow oil. LCMS: m/z = 384.4 [M+H]+.

Statistics shows that 4-Fluoro-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 35277-02-2.

Extended knowledge of 4-Fluoro-1H-pyrazole

According to the analysis of related databases, 4-Fluoro-1H-pyrazole, the application of this compound in the production field has become more and more popular.

35277-02-2, 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 35277-02-2 as follows.

[0129] To a solution of 2-bromo-1-[4-methylphenyl]propan-1-one (IV-2) (commercially available, purity 90%, 1.60 g, 6.34 mmol) in acetonitrile (45 mL) was added successively anhydrous potassium carbonate (1.05 g, 7.61 mmol) and 4-fluoro-1H-pyrazole (546 mg, 6.34 mmol). After stirring at room temperature overnight, the reaction mixture was filtered and concentrated under reduced pressure.Purification of the residue by flash chromatography on silica (cyclohexane/ethyl acetate, 98/2 to 70/3 0) provided 2-(4-fluoro- 1 H-pyrazol- 1 -yl)- 1- [4-methylphenyl]propan- 1-one (v-2) (purity 98%, 1.37 g, 91%). ?H NMR (400 MHz, DMSO-d6) 1.60 (d, 3H), 2.37 (s, 3H), 6.14 (q, 1H), 7.33 (d, 2H), 7.44 (d, 1H), 7.87 (d, 2H), 8.06 (d, 1H).

According to the analysis of related databases, 4-Fluoro-1H-pyrazole, the application of this compound in the production field has become more and more popular.

Discovery of 4-Fluoro-1H-pyrazole

According to the analysis of related databases, 35277-02-2, 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 35277-02-2 as follows. 35277-02-2

(5)-3-(4-Fluoro- lH-pyrazol- l-yl)-2-hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)- propanamide (C14H12F4N4O4) (1046) (0902) 1046 [00415] To a dry, nitrogen-purged 100 mL round-bottom flask equipped with a dropping funnel under argon atmosphere containing 4-fluoro-lH-pyrazole (691 mg, 8.03 mmol), NaH of 60% dispersion in mineral oil (674 mg, 16.9 mmol) was added in 60 mL of anhydrous THF solvent at ice- water bath. The mixture was stirred 30 min at the ice- water bath. Into the flask through dropping funnel, a solution of ( ?)-3-bromo-2-hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)propanamide (2.98 g, 8.03 mmol) in 10 mL of anhydrous THF was added under argon atmosphere at the ice-water bath, and stirred overnight at RT. After adding 1 mL of H2O, the reaction mixture was condensed under reduced pressure, and then dispersed into 50 mL of EtOAc, washed with 50 mL (x 2) water, evaporated, dried over anhydrous MgS04, and evaporated to dryness. The mixture was purified with flash column chromatography using as an eluent EtOAc/hexane in a 1:2 ratio to produce the titled compound (2.01 g, 67%) as yellow solid. (0903) [00416] Compound 1046 was characterized as follows: NMR (400 MHz, CDC13) delta 9.14 (bs, 1H, NH), 8.01 (s, 1Eta), 7.97-7.91 (m, 2Eta), 7.38 (d, = 3.6 Hz, 1H), 7.35 (d, = 4.4 Hz, 1H), 5.95 (s, 1H, OH), 4.56 (d, = 14.0 Hz, 1H), 4.17 (d, = 14.0 Hz, 1H), 1.48 (s, 3H); 19F NMR (CDCI3 decoupled) delta -60.13, -176.47; MS (ESI) mJz 375.08 [M – H] ~; 377.22 [M + H] +; 399.04 [M + Na] +.

According to the analysis of related databases, 35277-02-2, the application of this compound in the production field has become more and more popular.