Day: February 20, 2021

Some common heterocyclic compound, 57012-20-1, name is (1,3-Dimethyl-1H-pyrazol-5-yl)methanol, molecular formula is C6H10N2O, 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. Safety of (1,3-Dimethyl-1H-pyrazol-5-yl)methanol

71 a) To a stirring solution of (2,5-dimethyl-2H-pyrazol-3-yl)-methanol (100 mg, 0.79 mmol) in diethyl ether (3 mL) is added PBr3 (25 muL, 0.26 mmol). The reaction is stirred at room temperature for 18 hours, then water is added. The diethyl ether layer is separated and stored over solid NaOH and used in Step 71 b without further characterization. 71b) BEMP (137 pL, 0.47 mmol) is added to a solution of (2-methyl-1H-pyrrolo[2,3- b]pyridin-3-yl)-acetic acid methyl ester (60 mg, 0.29 mmol) in DMF (0.8 mL). After 35 minutes, the diethyl ether layer from Step 71 a (1.8 mL) is added. After 3 days, the reaction is partitioned between water and 1:1 EtOAc/ether. The organic layer is washed with brine then evaporated. The residue is purified by flash column chromatography (49:1 EtOAc/MeOH elution) to furnish [1-(2,5-dimethyl-2H-pyrazol-3-ylmethyl)-2-methyl-1H- pyrrolo[2,3-b]pyridin-3-yl]-acetic acid methyl ester; MH+ = 313.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57012-20-1, its application will become more common.

660845-30-7, name is 5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde, 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: 660845-30-7

Step 1 : preparation of of 5-chloro-3-(difluoromethyl)-1-methyl-1 H-pyrazole-4-carboxylic acid (Ilia)In a 500 ml flask, 6.0 g (31 mmol) of 5-chloro-3-(difluoromethyl)-1-methyl-1 H-pyrazole-4-carbaldehyde are added to 30 ml of toluene. A solution of 2.4 g (62 mmol) of sodium hydroxide in 6ml of water is added to the reaction mixture, followed by 103 ml of a 30% solution of hydrogen peroxide in water, whilst keeping the temperature below 37C. After the end of the addition, the reaction mixture is stirred at 50C for 7 hours. Once the reaction mixture is back to room temperature, the two phases are separated and the organic phase is extracted with 100 ml of water. The combined aqueous phases are acidified to pH 2 with aqueous hydrochloric acid. The resulting white precipitate is filtered, washed twice with 20 ml of water, and dried to yield 3.2 g of 5-chloro-3-(difluoromethyl)-1-methyl-1 H-pyrazole-4-carboxylic acid as a white solid. H NMR (400 MHz, DMSO-c/6) delta ppm : 3.78 (s, 3H); 7.12 (t, 1 H, JHF = 53.60 Hz)13.19 (s, 1 H); IR (KBr) : 1688 cm”1 (C=0); 2200-3200 cm”1 broad (hydrogen bond).

The synthetic route of 660845-30-7 has been constantly updated, and we look forward to future research findings.

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. 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

Example 8; A. 1-{3-[2-(1-Methyl-1H-pyrazol-3-ylamino)pyridin-4-yl]-[2,6]naphthyridin-1- yl}piperidine-4-carboxylic acid amide.; 1 -[3-(2-Chloropyridin-4-yl)-[2,6]naphthyridin-1 -yl]-piperidine-4-carboxylic acid amide Example 4A (200 mg, 0.54 mmol), 1 -methyl-1/-/-pyrazol-3-ylamine (110 mg, 1.10 mmol), and cesium carbonate (1.1 g, 3.3 mmol) are dissolved in anhydrous lambda/-methylpyrrolidinone (8.00 ml_) in a dried pressure vessel under argon. The mixture is sparged with argon for 5 min, then palladium(O) tris(tri-f-butylphosphine) (28 mg, 0.05 mmol) is added. The vessel is flushed with argon and sealed, and then heated in a 120 0C oil bath for 5 h. The resulting dark red solution is cooled to rt, then diluted with MeOH and filtered. The filtrate is acidified with several drops of TFA, then purified by preparative reverse-phase HPLC (X-Bridge C18 column, flow rate = 30 mL/min, gradient 10percent–> 80percent acetonitrile/5 mM aqueous trifluoroacetic acid over 30 min). The isolated TFA salt of the product is dissolved in water and basified with 28percent aqueous ammonium hydroxide. The aqueous layer is extracted three times with dichloromethane. The combined organic layers are washed with brine, dried over sodium sulfate, filtered, and concentrated to give the free base. Further purification by preparative reverse-phase HPLC (X-Bridge C18 column, flow rate = 40 mL/min, gradient 10percent –> 80percent acetonitrile/5 mM aqueous ammonium hydroxide over 20 min) afforded the title compound as a white solid (40 mg, 17percent): MS (ESI) m/z 429.4 (M+1 ); 1H NMR (400 MHz, DMSO-d6) delta ppm 9.38 (d, J = 0.76 Hz, 1 H), 9.31 (br s, 1 H), 8.64 (d, J = 5.8 Hz, 1 H), 8.24 (s, 1 H), 8.22 (d, J = 5.3 Hz, 1 H), 8.1 (s, 1 H), 7.87 (d, J = 5.8 Hz, 1 H), 7.53 (d, J = 2.3 Hz, 1 H), 7.42 (dd, J = 5.4, 1.6 Hz, 1 H), 7.34 (br s, 1 H), 6.83 (br s, 1 H), 6.30 (d, J = 2.0 Hz, 1 H), 4.07 (br d, J = 13.4 Hz, 2 H), 3.77 (s, 3 H), 3.10 (m, 2 H), 2.43 (m, 1 H), 1.92 (br m, 4 H).

The synthetic route of 1904-31-0 has been constantly updated, and we look forward to future research findings.

Electric Literature of 687635-04-7,Some common heterocyclic compound, 687635-04-7, name is (3-(1H-Pyrazol-1-yl)phenyl)methanamine, molecular formula is C10H11N3, 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 pyrazol- 1 -ylbenzylamine (0.5 mmol) in tetrahydrofuran (2 mL) at room temperature are added cyclopropylmethylaldehyde (0.6 mmol) and anhydrous magnesium sulfate (60 mg). After stirring for 1.5h at room temperature, sodium borohydride (0.5 mmol) is added and the mixture is then stirred for a further 2h. Water (3 mL) is added to the mixture and stirring resumes for 1 Omin. Additional water is added (1 mL) and the mixture is extracted with dichloromethane (10 mL x 3). After being dried over anhydrous magnesium sulfate the solvent is removed under reduced pressure to give the crude product. This material may be used in subsequent steps without further purification. [0290] The amine obtained using the methods described in the previous step (0.26 mmol) is added to a solution of chloro-l-methyl-3-tert-butyl-l,6-dihydro-pyrazolo[4,3-d]pyrimidin-7-one (0.13 mmol) in t-BuOH (0.5 mL). The reaction is heated in a sealed tube to 1000C for 24h. On complete reaction (monitored by LCMS), the mixture is allowed to cool to room temperature and the solvent is then removed under reduced pressure. The final compound may be isolated by preparative HPLC. [0291] Preparative HPLC: Waters XBridge Prep C 18 5mum ODB 19mm ID x 100mm L. The method uses MeCN/H2O 65-90% gradients. H2O contains 0.1% Trifluoroacetic acid (TFA)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (3-(1H-Pyrazol-1-yl)phenyl)methanamine, its application will become more common.

Related Products of 637336-53-9, 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. 637336-53-9, name is Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A solution of compound from step a (775 mg, 5 mmol), 1-chloro-2-(2-chloroethoxy)ethane(1420 mg, 10 mmol), KI (1660 mg, 10 mmol) and K2C03 (2070 mg,15 mmol) in DMF (60mL) was stirred for 3 hours at 120 C. The solvent was removed and it was purified by reversephase C18 column chromatography (MeCN/H20) to give desired compound as a light yellowsolid. (450 mg, 40%). ESI-MS m/z: 226.0 [M+Hf.

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-amino-1-methyl-1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

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. 71229-85-1, name is 4-Bromo-1-ethyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 4-Bromo-1-ethyl-1H-pyrazole

Step 4: Synthesis of 6-chloro-2-cyclopropyl-1-(1-ethyl-1H-pyrazol-4-yl)-7-fluoro-1H-indole1003421 To a solution of compound 3 (4.3 g, 20.5 mmol) in toluene (50 mL) were added 4-bromo-1-ethyl-1H-pyrazole 4(4.0 g, 22.8 mmol), potassium phosphate (11.0 g, 51.2 mmol), N,N?dimethylethylenediamine (722 mg, 8.2 mmol) and Cu(I)I (390 mg, 2.0 mmol) at RT under inert atmosphere. The reaction solution was purged with argon for 15 mm and then sealed the tube. The reaction mixture was heated to 140 C and stirred for 16 h. After completion of the reaction by TLC, the reaction mixture was cooed to RT, diluted with EtOAc (50 mL) and filtered. The filtrate was washed with water (40 mL), brine (40 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude. The crude was purified (silica gel chromatography; 9% EtOAc/Hexanes) to afford compound 5 (3.9 g, 63%) as a pale brown solid. 1H NMR (400 MHz, CDC13): oe 7.64 (s, 1H), 7.60 (s, 1H), 7.16 (d, J = 8.4 Hz, 1H), 7.01 (dd, J =8.4, 6.4 Hz, 1H), 6.12 (s, 1H), 4.25 (q, J = 7.2 Hz, 2H), 1.69-1.62 (m, 1H), 1.56 (t, J = 7.2 Hz, 3H), 0.92-0.87 (m, 2H), 0.76-0.72 (m, 2H); LC-MS (ES): 98.6%; mlz 304.3 (M + Hj; (column: X Select C-18, 50 x 3.0 mm, 3.5 jim); RT 4.23 mm; 5 mM NH4OAc: ACN; 0.8 mL/min).

The synthetic route of 71229-85-1 has been constantly updated, and we look forward to future research findings.

Electric Literature of 345637-71-0,Some common heterocyclic compound, 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, molecular formula is C7H7F3N2O2, 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.

Preparation of Starting Materials of the Formula (IVb): 1-[4-(4-Acetyl-1,3-thiazol-2-yl)piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone (IV-1); Oxalyl chloride (1.74 g) and a drop of N,N-dimethylformamide are added to a solution of [5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetic acid (1.00 g) in dichloromethane (10 ml). The reaction mixture is then stirred for 24 hours. Excess oxalyl chloride is then removed under reduced pressure, and the residue is once more dissolved in dichloromethane (10 ml). With ice-bath cooling, the solution is then added to a suspension of 1-[2-(piperidin-4-yl)-1,3-thiazol-4-yl]ethanone hydrochloride (1.13 g) in dichloromethane (10 ml) and N,N-diisopropylethylamine (1.77 g). The reaction mixture is then allowed to warm to room temperature and stirred for a further 2 hours. Saturated aqueous ammonium chloride solution (5 ml) is then added to the reaction mixture. The aqueous phase is separated off and extracted with dichloromethane. All the organic phases are combined and dried using anhydrous sodium sulphate. The solid is then filtered off, and the solvent is removed under reduced pressure. Purification by column chromatography (silica gel, ethyl acetate:hexane 0%-100% elution gradient) gives 1-[4-(4-acetyl-1,3-thiazol-2-yl)piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone (1.00 g, 52%) (log P(pH2.7)=2.25).1H NMR (DMSO-d6, 400 MHz): deltappm: 1.65 (bs, 1H), 1.80 (bs, 1H), 2.18-2.11 (m, 2H), 2.23 (s, 3H), 2.55 (s, 3H), 2.90 (bs, 1H), 3.28 (bs, 1H), 3.39 (m, 1H), 4.00 (bs, 1H), 4.33 (bs, 1H), 5.22 (bs, 2H), 6.45 (s, 1H), 8.36 (s, 1H)MS (ESI): 401 ([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 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, its application will become more common.

Synthetic Route of 1904-31-0,Some common heterocyclic compound, 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, molecular formula is C4H7N3, 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.

3,5-Dibromo-l-methyl-lH-pyridin-2-one (469mg, 1.76mmol), 1 -Methyl- lH-pyrazo 1-3 -ylamine (205mg, 2.11mmol), tris(dibenzylidineacetone)dipalladium(0) (80mg, 0.087mmol), 2,2′-bis(di- phenylphosphino-l,l ‘-binaphthalene (82mg, 0.13mmol), and cesium carbonate (801mg, 2.46mmol) were deposited in a sealed vial with 1OmL toluene. This was heated at 1300C for 18 hours. The resulting mixture was poured into 50 mL water. This was extracted with ethyl- acetate. The ethylacetate layer was washed with brine, dried over anhydrous magnesium sulfate, filtered, concentrated in vacuo, and purified by flash chromatography (eluted with ethylacete/- hexanes) to yield 5-Bromo-l-methyl-3-(l-methyl-lH-pyrazol-3-ylamino)-lH-pyridin-2-one (271mg, 0.957mmol). MS (ESI) 284.9 (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 1-Methyl-1H-pyrazol-3-amine, its application will become more common.

Synthetic Route of 3920-50-1,Some common heterocyclic compound, 3920-50-1, name is Pyrazole-3-carboxaldehyde, molecular formula is C4H4N2O, 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 solution of sodium methoxide (30 mg, 0.55 mmol) in anhydrous methanol (3 ml) was added to a stirred mixture of 2-diethylphosphonyl-2H-1,4-benzothiazin-3(4H)-one (150 mg, 0.5 mmol) and 1H-pyrazole-3-carboxaldehyde (50 mg, 0.5 mmol) in anhydrous methanol (20 ml). Stirring was continued for 19 hours at room temperature, then the precipitated solid was filtered off and washed with methanol.

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

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. 2458-26-6, name is 3-Phenyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Safety of 3-Phenyl-1H-pyrazole

General procedure: A solution was prepared from the amine (0.781 mmol) in DCM (5.5 mL) and the boronic acid(1.25 mmol) and NEt3 (0.039 g, 54 muL, 0.391 mmol) were added. A second solution was prepared with Cu(OAc)2*H2O (0.195 mmol, 0.25 equiv), NEt3 (0.039 g, 54 muL, 0.391 mmol) and pyridine (0.062 g, 63 muL, 0.781 mmol) in DCM (5.5 mL). The two solutions were introduced to independent 5 mL sample loop as shown in (Scheme 1). The dispensing HPLC pumps were each set at 0.125 mL/min to achieve a residence time of 2 h. Two reverse ?tubein-tube? reactors were used in series to achieve a combined reactor volume of 30 mL which were heated at 40 C. The reaction mixture was then passed through an Omnifit column (r =0.33 cm, h = 10.00 cm) filled with QP-DMA followed by a back pressure regulator (175 psi).The crude reaction mixture was passed through a plug of silica to remove base line residue and the solvent evaporated under reduced pressure. The resultant crude material was then purified using flash chromatography.

The synthetic route of 2458-26-6 has been constantly updated, and we look forward to future research findings.