Tag: M.W:100-200

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. 121507-34-4, name is 5-Isopropoxy-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., name: 5-Isopropoxy-1H-pyrazol-3-amine

Example 68; N’-(5-isopropoxy-1H-pyrazol-3-yl)-6-methyl-N-[(3-methylisoxazol-5-yl)methyl]pyrimidine-2,4-diamine (also known as 6-methyl-N-[(3-methyl-1,2-oxazol-5-yl)methyl]-N’-(5-propan-2-yloxy-1H-pyrazol-3-yl)pyrimidine-2,4-diamine)A mixture of 4-chloro-6-methyl-N-[(3-methylisoxazol-5-yl)methyl]pyrimidin-2-amine (also known as 4-chloro-6-methyl-N-[(3-methyl-1,2-oxazol-5-yl)methyl]pyrimidin-2-amine; 0.20 g, 0.84 mmol) and 5-isopropoxy-1H-pyrazol-3-amine (0.178 g, 1.26 mmol) in anhydrous 1-methylpyrrolidinone (2 mL) and 4M hydrogen chloride solution in dioxane (0.42 mL) was heated at 110 C. for 4 hours. The mixture was left to stand at room temperature overnight and was then diluted with saturated sodium bicarbonate solution and extracted with ethyl acetate (¡Á2). The organic extracts were washed with brine, dried over magnesium sulfate, filtered and then evaporated to leave an orange oil. The oil was purified by chromatography on silica eluting with a mixture of 2-4% methanol in dichloromethane. Fractions containing product were combined and then evaporated to leave a solid which was triturated with diethyl ether to leave example 68 in table 4 (0.039 g, 12% yield).1H NMR (500 MHz, DMSO at 373K): 1.28 (d, 6H), 2.15 (s, 3H), 2.19 (s, 3H), 4.58 (d, 2H), 4.64 (bs, 1H), 5.25 (bs, 1H), 5.41 (bs, 1H), 6.12 (s, 1H), 7.2 (bs, 1H), 9.33 (bs, 1H), 11.39 (bs, 1H).MS: m/z 344 (MH+).

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.

26308-42-9, name is 3-Ethyl-1-methyl-1H-pyrazole-5-carboxylic acid, 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: 26308-42-9

General procedure: 3a (0.01 mol) and thionyl chloride (2.95 g, 0.025 mol) were successively added to 15 ml 1,2-dichloroethane. After 2 h under reflux, the solvent was removed under reduced pressure. 4a was obtained and without further purification and calculating the yield, next reaction was carried out immediately. The analogues 4b-p were prepared in a similar procedure.

The synthetic route of 26308-42-9 has been constantly updated, and we look forward to future research findings.

Application of 2458-26-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2458-26-6 name is 3-Phenyl-1H-pyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: In an oven-dried vial equipped with a magnetic stirrer and a PTFE septum, [Ir{dF(CF3)ppy}2](dtbpy)]PF6 (5.6 mg, 1 mol%) was added to a mixture of the substrate (0.5 mmol, 1 equiv), CF3SO2Na (1.5 mmol, 3 equiv), and (NH4)2S2O8 (0.5 mmol, 1 equiv) in DMSO (5 mL). The solution was pumped into the Vapourtec photoreactor (fluoropolymer tube, 1.3 mm i.d., 10 mL) and the liquid flowrate was set at 0.33 mL/min (30 min residence time). The reactor was irradiated with 54 blue LEDs (450 nm, total power 24 W). The reaction mixture collected from the outlet was diluted with H2O and extracted with Et2O (3¡Á). The combined organic layers were washed with brine, dried over MgSO4, and concentrated in vacuo. The crude was then pre-adsorbed onto silica, dried in vacuo, and purified by flash chromatography to yield the trifluoromethylated product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Phenyl-1H-pyrazole, and friends who are interested can also refer to it.

These common heterocyclic compound, 1613191-73-3, name is Allyl 3,5-diamino-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. COA of Formula: C7H10N4O2

Preparation 2a: lH-benzo[d] [l,2,3]triazol-l-yl 2-amino-6-fluoropyrazolo[l,5- a] pyrimidine-3-carboxylate 6a Step 1: allyl 2-amino-6-fluoro-pyrazolo [ 1 ,5-a] pyrimidine-3-carboxylate 4a [00244] To a suspension of allyl 3,5-diamino-lH-pyrazole-4-carboxylate 3 (42.72 g, 234.5 mmol) in DMSO (270.8 mL) / Water (270.8 mL), was added p-TsOH hydrate (46.72 g, 245.6 mmol) and 3-(diisopropylamino)-2-fluoro-prop-2-enal (described in Tetrahedron Letters, 33(3), 357-60; 1992) (38.69 g, 223.3 mmol). The reaction mixture was heated to 100C for 3h during which time a solid slowly precipitated out of solution. The orange suspension was allowed to cool down to RT overnight. The solid was filtered, washed with water and dried under vacuum to give allyl 2-amino-6-fluoro-pyrazolo[l,5-a]pyrimidine-3-carboxylate 4a as a sand solid (45.05 g, 85% yield).

The synthetic route of Allyl 3,5-diamino-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Electric Literature of 400755-44-4,Some common heterocyclic compound, 400755-44-4, name is 1-Ethylpyrazole-3-carboxylic Acid, molecular formula is C6H8N2O2, 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 5-(3-chloro-5-fluorobenzyl)pyridin-2-amine (0.189 g, 0.8 mmol), 1 -ethyl- 7/-/-pyrazole-3-carboxylic acid (0.1 68 g, 1 .2 mmol) and A/,A/-diisopropylethylamine (0.310 g, 2.4 mmol) in A/,A/-dimethylformamide (5 ml_) at room temperature was added 1 -[b/’s(dimethylamino) methylene]- 7/-/-1 ,2, 3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (0.456 g, 1 .2 mmol under nitrogen. The reaction mixture was stirred at 90 C for 3 h. The reaction mixture was diluted with ethyl acetate (80 ml_) and washed with brine (30 ml_ x 3). The combined organic layers were dried over sodium sulfate, filtered and concentrated. The crude sample was dissolved in minimal A/,A/-dimethylformamide and purified via prep-HPLC (Boston C18 21 *250 mm 10 pm column. The mobile phase was acetonitrile/10 mM ammonium acetate aqueous solution) to give A/-(5-(3-chloro-5-fluorobenzyl)pyridin-2-yl)-1 -ethyl- 7/-/-pyrazole-3-carboxamide (44.7 mg, 0.13 mmol, 26%) as a pale white solid. 1 H NMR (500 MHz, Dimethylsulfoxide-c/6) d 9.55 (s, 1 H), 8.32 (s, 1 H), 8.1 1 (d, J =8.5 Hz, 1 H), 7.94 (d, J = 2.0 Hz, 1 H), 7.76 (dd, J/ = 1 .5 Hz, J2 = 8.0 Hz, 1 H), 7.25-7.28 (m, 2H), 7.17 (d, J = 9.5 Hz, 1 H), 6.85 (d, J = 2.0 Hz, 1 H), 4.25 (dd, Ji = 7.0 Hz, J2 = 14.5 Hz, 2H), 3.97 (s, 2H), 1 .43 (t, J = 7.0 Hz,3H); LCMS (ESI) m/z: 359.1 [M+H]+.

The synthetic route of 400755-44-4 has been constantly updated, and we look forward to future research findings.

Application of 138786-86-4, The chemical industry reduces the impact on the environment during synthesis 138786-86-4, name is Methyl 4-nitro-1H-pyrazole-3-carboxylate, I believe this compound will play a more active role in future production and life.

A mixture of sodium hydride (167 mg, 6. [96] mmol) in tetrahydrofuran (15 mL) cooled to [0 oC] was treated with a solution [OF 4-NITRO-LH-PYRAZOLE-3-CARBOXYLIC] acid methyl ester (1.0 g, 5.8 mmol) in tetrahydrofuran (10 mL). This mixture was stirred at [0 oC] for 1 h. It was then treated with methyl iodide (0.54 mL, 8.7 mmol). The reaction was stirred at [25 oC] for 18 h. At this time, the reaction was cooled to 0 oC and was then quenched with a saturated aqueous ammonium chloride solution and diluted with ethyl acetate (200 mL). This solution was washed with water (1 x 100 mL) and a saturated aqueous sodium chloride solution (1 x 100 mL). The organics were dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting solid was slurried in 40% ethyl acetate/petroleum ether and cooled in the freezer for 15 min. At this time, the solids were collected by filtration to afford [L-METHYL-4-NITRO-LH-] pyrazole-3-carboxylic acid methyl ester (889 mg, 82.8%) as a white 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, Methyl 4-nitro-1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Application of 96799-02-9, These common heterocyclic compound, 96799-02-9, name is 5-(Furan-2-yl)-1H-pyrazol-3-amine, 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.

Example 23To a solution of cyanuric chloride (230 mg, 1.25 mmol) in THF (16 mL) was added cumylamine (0.18 mL, 1.25 mmol) and DIPEA (0. 20 mL, 1.25 mmol) at 0 C. The reaction mixture was let to stir at 0 C to room temperature for 2h. 3-amino-5-(2- furyl)pyrazole (187 mg, 1.25 mmol) and DIPEA (0.20 mL, 1.25 mmol) were added to the above mixture and the resulting mixture was heated with microwave initiator at 150 C for 10 minutes. 1 -methylpiperazine (0.28 mL, 2.50 mmol) and DIPEA (0.44 mL, 2.50 mmol) were added to the mixture and the mixture was heated with microwave initiator at 60 C for 10 minutes. Saturated NaHCO3 in water was added and the mixture was extracted by ethyl acetate (3 x 50 mL). The combined organic was washed by brine, dried over sodium sulfate and concentrated. The residue was chromatographed on a silica gel column eluted with 0-5 % MeOH/DCM afforded 23 as light brown solid (140 mg, 24%). 1H NMR (400 MHz, DMSO-d6) delta 12.88 (bs, 1H, NH), 9.87 (bs, 1Eta, NH), 7.88 (bs, 1Eta,NH), 7.67-5,91 (m, 9Eta, Ar-H), 3.52-3.20 (m, 4Eta, 2CH2), 2.32-1.96 (m, 7Eta, 2CH2, CH3), 1.67 (s, 3Eta, CH3), 1.49 (s, 3Eta, CH3); ESI-MS: calcd for (C24Eta29N9O) 459, found 460 [M+H]+. HPLC: retention time: 19.16 min. purity: 99%.

Statistics shows that 5-(Furan-2-yl)-1H-pyrazol-3-amine is playing an increasingly important role. we look forward to future research findings about 96799-02-9.

Application of 89088-55-1, 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 89088-55-1 as follows.

To a solution of compound 32-2 (70 mg, 187.4 umol) and DIEA (36 mg, 281.1 umol, 49.1 uL) in DCM (3.0 mL) at -20C was added triphosgene (18 mg, 61.8 umol). The mixture was stirred at -20C for 1 h. Then a solution of 5-bromo-l-methyl-lH-pyrazol-3-amine (33 mg, 187.4 umol) in DCM (1.0 mL) was added. The resulting mixture was stirred at 25C for 12 h and concentrated to get a crude residue which was purified by prep-TLC (Si02) to afford compound 32-3 (90 mg).

According to the analysis of related databases, 89088-55-1, the application of this compound in the production field has become more and more popular.

Synthetic Route of 105434-90-0,Some common heterocyclic compound, 105434-90-0, name is Ethyl 5-amino-1H-pyrazole-3-carboxylate, molecular formula is C6H9N3O2, 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 6-(2-ethoxy-2-oxoethyl)-7-hydroxy-5-methylpyrazolo[l,5-a]pyrimidine- 2-carboxylate. A suspension of ethyl 5-amino-lH-pyrazole-3-carboxylate (35.5 g, 229 mmol, prepared according to WO 2008015271), diethyl 2-acetylsuccinate (51.2 niL, 275 mmol) and TsOHH20 (0.218 g, 1.144 mmol) in o-xylene (500 mL) was refluxed using a Dean-Stork condensor for 5 h. (Note: The suspension turned into a clear homogeneous solution and then in about 15 min a yellow solid started precipitated out of solution). Then, the reaction mixture was cooled, diluted with hexanes (250 mL), filtered, washed with hexanes and dried to afford ethyl 6-(2- ethoxy-2-oxoethyl)-7-hydroxy-5-methylpyrazolo[ 1 ,5-a]pyrimidine-2-carboxylate (53 g, 75 % yield) as light yellow solid. 1H NMR (500 MHz, DMSO-d6) delta 12.61 (br. s., 1H), 6.49 (s, 1H), 4.34 (q, J= 7.1 Hz, 2H), 4.09 (q, J= 7.1 Hz, 2H), 3.57 (s, 2H), 2.34 (s, 3H), 1.33 (t, J= 7.2 Hz, 3H), 1.19 (t, J= 7.0 Hz, 3H). LCMS (M+l) = 308.04.

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

Application of 5334-40-7, 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 5334-40-7 as follows.

A solution of l-methanesulphonyl-piperidin-4-ylamine hydrochloride (2.4 g, 11.1 mmoles), 4-nitro-1H-pyrazole-3-carboxylic acid (1.8 g, 11.1 mmoles), EDC (2.6 g (13.5 mmoles), HOBt (1.8 g, 13.3 mmoles) and triethylamine (3.4 ml, 24.6 mmoles) in DMF (30 ml) was stirred at room temperature for 24 hours. The reaction mixture was partitioned between EtOAc and a saturated solution of sodium hydrogen carbonate. The organic portion was dried (MgSO4), filtered and evaporated in vacuo to give 4-nitro-1H-pyrazole-3-carboxylic acid (1-methanesulphonyl- piperidin-4-yl)-amide as a pale orange solid (1.7g, 48percent).

According to the analysis of related databases, 5334-40-7, the application of this compound in the production field has become more and more popular.