Tag: M.W:200-300

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. 444731-75-3, name is N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine, the common compound, a new synthetic route is introduced below. Safety of N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine

To a stirred suspension of the product of Intermediate Example 4 (1.1 g, 3.8 mmol) in 14 mL of MeOH, was added 5-amino-2-methylbenzenesulfonamide (0.78 g, 4.2 mmol, 1.1 equiv) at room temperature. The reaction mixture was heated at reflux for 3 h, then 4 M HCI in 1 ,4-dioxane (19 mul_, 0.076 mmol) was added in one portion. After 4 h, the suspension was cooled to room temperature, and filtered. The resulting solid was washed with 10 mL of MeOH and dried in vacuo to yield 1.3 g (72%) of 5- ({4-[(2,3-dimethyl-2H-indazol-6-yl)methylamino]-2-pyrimidinyl}amino)-2-methyl benzenesulfonamide monohydrochloride as a white solid. 1 H NMR (DMSO-d6, 400 MHz) delta 10.95 (s, 1 H), 8.36 (s, 1 H), 7.86 (d, J= 8.8 Hz, 2H), 7.64-7.59 (m, 2H), 7.40 (m, 3H), 6.93 (dd, J = 8.8, 2.0 Hz, 1 H), 5.92 (s, 1 H), 4.08 (s, 3H), 3.57 (s, 3H), 2.65 (s, 3H), 2.56 (s, 3H).

The synthetic route of 444731-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/64753; (2007); A2;,
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Synthetic Route of 171887-03-9, 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 171887-03-9 as follows.

[0374] To a solution of 5 (20 g, 53 mmol) in n-BuOH (300 mL) was added DIPEA (28 mL) and 2-amino-4,6-dichloro-5-formamidopyrimidine (13.2 g, 64 mmol). Resulting mixture was heated in a sealed vessel at 160C for 24 h. Volatiles were evaporated, column chromatography (AcOEt in toluene 20-100%) afforded title compound (21 g, 75%) as a light yellow solid: 1H NMR (401 MHz, DMSO-d6) d 8.25 (s, 1H), 6.81 (s, 2H), 4.87 (t, J = 5.3 Hz, 1H), 4.74 (q, J = 9.5 Hz, 1H), 4.49 (dd, J = 9.6, 4.2 Hz, 1H), 4.01 (d, J = 4.1 Hz, 1H), 3.57 (ddd, J = 11.0, 8.0, 5.2 Hz, 1H), 3.49 (dt, J = 11.0, 5.6 Hz, 1H), 2.27 (dt, J = 13.4, 9.7 Hz, 1H), 2.11- 2.01 (m, 1H), 1.76 (ddd, J = 14.0, 9.5, 5.2 Hz, 1H), 0.91 (s, 9H), 0.65 (s, 9H), 0.11 (s, 3H), 0.08 (s, 3H), -0.16 (s, 3H), -0.51 (s, 3H); 13C NMR (101 MHz, DMSO-d6) d 159.56, 154.42, 149.50, 142.87, 124.09, 75.99, 74.55, 63.22, 58.88, 46.12, 27.71, 26.05, 25.66, 18.01, 17.61, -4.31, -4.42, -5.54; ESI MS m/z (%): 528.3 (100) [M+H], 550.2 (49) [M+Na]; HRMS ESI (C23H43O3N5ClSi2) calculated: 528.25875; found: 528.25868.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,171887-03-9, its application will become more common.

Reference:
Patent; INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY ASCR, V.V.I.; BIRKUS, Gabriel; DEJMEK, Milan; NENCKA, Radim; PAV, Ondrej; SALA, Michal; (206 pag.)WO2019/211799; (2019); A1;,
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Application of 1445-39-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1445-39-2, name is 2-Amino-5-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

2-Amino-5-iodopyrimidine (2.21 g), bis (triphenylphosphine) palladium dichloride (350 mg) and copper (I) iodide (40 mg) were stirred in DMF (100 mL)- triethylamine (20 mL) and degassed with nitrogen for 10 min. 3-Ethynyl aniline (1.29 g) was added and the mixture heated to 95 C for 2 hours. The solvent was evaporated and the residue was purified by trituration with DCM (20 mL) to give the title compound as a brown solid (1.25 g, 60%); ‘H NMR (DMSO-d6) 5.21 (bs, 2H), 6.58-6. 70 (m, 3H), 7.03-7. 07 (m, 3H), 8.40 (s, 2H); MS m/e MH+ 211.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1445-39-2, 2-Amino-5-iodopyrimidine.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/60970; (2005); A1;,
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Pyrimidine – Wikipedia

Reference of 89581-38-4 ,Some common heterocyclic compound, 89581-38-4, molecular formula is C6H5BrN2O2, 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 mixture of methyl 5-bromopyrimidine-2-carboxylate (2.30 g, 10.6 mmol) and copper (I) cyanide (1.92 g, 21.4 mmol) in a 100 mL round bottom flask was added DMA (21 mL). The reaction mixture was degassed by bubbling nitrogen through the solution for 5 min. The reaction mixture was heated to 110 C for 2 d and cooled to room temperature. The reaction mixture was diluted with EtOAc and water and filtered through a glass frit (medium). The filtrate was transferred to a separatory funnel. The aqueous phase was extracted with EtOAc (4 x) and the combined organic extracts were washed with brine (1 x), dried over MgSO4, filtered, concentrated to give a yellow oil. Purification by flash column chromatography on silica gel (80 g, 5% to 50% EtOAc in heptane) gave methyl 5-cyanopyrimidine-2-carboxylate (0.83 g, 5.08 mmol, 48% yield) as a white solid. LC/MS (ESI+) m/z = 164.0 (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. 89581-38-4, Methyl 5-bromopyrimidine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; AMEGADZIE, Albert; BOURBEAU, Matthew P.; BROWN, James A.; CHEN, Jian J.; CHENG, Yuan; FROHN, Michael J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul E.; LIU, Longbin; LIU, Qingyian; LOW, Jonathan D.; MA, Vu Van; MANNING, James; MINATTI, Ana Elena; NGUYEN, Thomas T.; NISHMURA, Nobuko; NORMAN, Mark H.; PETTUS, Liping H.; PICKRELL, Alexander J.; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert M.; SIEGMUND, Aaron C.; STEC, Markian M.; WHITE, Ryan; XUE, Qiufen; (759 pag.)WO2016/22724; (2016); A1;,
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Pyrimidine – Wikipedia

Reference of 50270-27-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde, molecular formula is C5HCl3N2O, molecular weight is 211.4332, as common compound, the synthetic route is as follows.

N-{4-[1-(1-benzylpiperidin-4-yl)-4-(3,6-dihydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]phenyl}acetamide (Scheme 6)Example 3To a solution of 2,4,6-trichloro-pyrimidine-5-carbaldehyde (1.53 g, 7.19 mmol) in anhydrous ethanol (25 mL) at -78° C. was added (1-benzyl-piperidin-4-yl)-hydrazine hydrochloride (2 g, 7.19 mmol) and triethylamine (5.01 mL). After 30 min allow the reaction mixture to warm to 0° C. After 1 h warm to 25° C. Add ethyl acetate and extract with saturated aqueous sodium bicarbonate, water (2.x.) and brine. Dry over anhydrous magnesium sulfate. Concentrate in vacuo to give an oil. Add diethyl ether and remove precipitate by filtration. Concentrate mother liquor and add diethyl ether and remove precipitate by filtration. Add 2N HCl in diethyl ether to mother liquor and collect the precipitate. 1-(1-Benzyl-piperidin-4-yl)-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine hydrochloride is obtained as a white solid is obtained. A mixture of this white solid (530 mg, 1.34 mmol), tributyl-(3,6-dihydro-2H-pyran-4-yl)-stannane (500 mg), PdCl2(PPh3)2 (50 mg), diisopropylethyl amine (230 muL) in dimethylformamide (6 mL) is heated to 70° C. After 3 h at 70° C. and 18 h at 60° C.° the dimethylformamide is removed in vacuo. The residue is dissolved in dichloromethane and washed with saturated aqueous sodium bicarbonate. The organic phase is dried over anhydrous magnesium sulfate and concentrated in vacuo to give a dark oil. The oil is treated with 4-acetamidophenylboronic acid (72 mg, 0.402 mmol), Pd(PPh3)4 (5 mg) and 2M aqueous sodium carbonate (0.281 mL, 0.563 mmol) in dimethoxyethane (1 mL) and heated in a microwave at 175° C. for 15 min. The reaction mixture is purified by reverse phase HPLC (CH3CN/H2O/CF3CO2H) followed by silica gel chromatography (CH2Cl2/MeOH) to give the title compound as a trifluoroacetate salt (7.7 mg).

The chemical industry reduces the impact on the environment during synthesis 50270-27-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Wyeth; US2009/192176; (2009); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3977-48-8, 4,6-Diphenylpyrimidine, 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, SDS of cas: 3977-48-8, blongs to pyrimidines compound. SDS of cas: 3977-48-8

Step 2: Synthesis of di-mu-chloro-bis[bis(4,6-diphenylpyrimidinato)iridium(III)] (abbreviation: [Ir(dppm)2Cl]2) Next, into a recovery flask equipped with a reflux pipe, 15 mL of 2-ethoxyethanol, 5 mL of water, 1.10 g of Hdppm obtained in the above Step 1, and 0.69 g of iridium chloride hydrate (IrCl3.H2O) were put, and the air in the flask was replaced with argon. After that, irradiation with microwaves (2.45 GHz, 100 W) was performed for one hour. After the solvent was distilled off, the obtained residue was washed with ethanol to give a dinuclear complex [Ir(dppm)2Cl]2 (reddish brown powder, yield of 88%). A synthesis scheme (a-2) of Step 2 is shown below.

The synthetic route of 3977-48-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SEMICONDUCTOR ENERGY LABORATORY CO., LTD.; Kitano, Yasushi; Osaka, Harue; Shitagaki, Satoko; US2013/48971; (2013); A1;,
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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. 4349-07-9, name is 5-Iodopyrimidin-4-ol, the common compound, a new synthetic route is introduced below. name: 5-Iodopyrimidin-4-ol

To a stirred solution containing 7.7 mL (99 MMOL) of DMF and 150 mL of DICHLOROETHANE at 0C was added 12.7 mL (144.6 MMOL) of OXALYL chloride slowly to control vigorous gas evolution. After the evolution of gas had ceased, 10.0 g of iodopyrimidone was added and the reaction mixture was heated at reflux for 3h, then cooled to room temperature and partitioned between water and DICHLOROMETHANE. The organic layers were dried over MGS04 and the solvent was removed under reduced pressure to give 9.6 g (88%) of the title COMPOUND. 1H-NMR (300 MHz, CDCI3) A 8. 89 (s, 1H) and 8.98 (s, 1H) ; ESIMS : 241.1 (M+H)+

The synthetic route of 4349-07-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/16914; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 99844-02-7, name is 4-(4-Methoxyphenyl)pyrimidin-2-amine, the common compound, a new synthetic route is introduced below. Recommanded Product: 4-(4-Methoxyphenyl)pyrimidin-2-amine

General procedure: The pyrimidine amine 3a-i (1.1 mmol), CuI (1.0 mmol) andanhydrous Cs2CO3 (2.0 mmol) were added to a round bottom flaskalong with magnetic stir bar and closed well with a septum. Theflask was evacuated and back filled with nitrogen gas three times.Dioxane (15 mL), 1-(5-bromo-1H-indol-3-yl)-2-(piperidin-1-yl)ethane-1,2-dione (6) (1.0 mmol) and DMEDA (1.0 mmol) wereadded by syringe at room temperature. The reaction mixture wasstirred at 80 C for 20 h under nitrogen atmosphere and then cooledto room temperature. Concentrated ammonia (4 mL) was added,and the mixture was extracted with ethyl acetate (3 x 20 mL). Thecombined organic layer was concentrated in vacuo, and the residuewas purified by column chromatography on silica gel.

The synthetic route of 99844-02-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guggilapu, Sravanthi Devi; Lalita, Guntuku; Reddy, T. Srinivasa; Prajapti, Santosh Kumar; Nagarsenkar, Atulya; Ramu, Shymala; Brahma, Uma Rani; Lakshmi, Uppa Jaya; Vegi, Ganga Modi Naidu; Bhargava, Suresh K.; Babu, Bathini Nagendra; European Journal of Medicinal Chemistry; vol. 128; (2017); p. 1 – 12;,
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Related Products of 7627-44-3, 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. 7627-44-3, name is 2,4-Dichloro-5-(iodomethyl)pyrimidine, molecular formula is C5H3Cl2IN2, The 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.

Example 12b. (R)-2-chloro-8-phenyl-5,6,7,8-tetrahydropyrimido[5,4-f][l,4]oxazepineA solution of 2,4-dichloro-5-(iodomethyl)pyrimidine (1.428 g, 4.94 mmol) in THF (2 mL) was cooled to -78°C. (R)-2-amino-l-phenylethanol (0.616 g, 4.49 mmol) in THF (2 mL) was added dropwise. The reaction mixture was stirred at -78°C for 10 minutes. The reaction mixture was cooled in an ice water bath and sodium hydride (60percent dispensed in mineral oil, 0.216 g, 8.99 mmol) was added. After 10 minutes, 2 eq of sodium hydride (60percent dispensed in mineral oil, 0.216 g, 8.99 mmol) were added and the reaction mixture stirred at room temperature for 30 minutes. Water (3 mL) was added and the solvent was evaporated. The residue was partitioned between saturated NaHCObeta (aq) and dichloromethane. The water layer was extracted twice with dichloromethane. The combined organic layers was dried (MgSC^) and concentrated. The crude product was purified by silica flash chromatography using a gradient of methanol (0 to 3percent) in dichloromethane giving 0.193 g of the title compound (16 percent Yield). 1H NMR (500 MHz, DMSO-J6) delta ppm 8.48 (d, 1 H) 7.40 – 7.49 (m, 5 H) 5.60 – 5.67 (m, 1 H) 4.20 (d, 1 H) 3.77 (d, 1 H) 3.20 (br s, 1 H) 3.14 – 3.18 (m, 1 H) 3.04 (br s, 1 H). MS (ES+) m/z 262 [M+H]+.

According to the analysis of related databases, 7627-44-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; LO-ALFREDSSON, Yvonne; PAULSEN, Kim; RAKOS, Laszlo; ROTTICCI, Didier; WALDMAN, Magnus; WO2010/132015; (2010); A1;,
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Electric Literature of 18740-39-1 ,Some common heterocyclic compound, 18740-39-1, molecular formula is C6H2Cl2N2S, 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.

CompoundII-24 (20.51g, 0.1mol, 1.0eq.), Acetic acid (34.3mL, 0.6mol, 6.0eq.) Andmethanol(150mL) placed in a reaction flask was added portionwise at 25 to zinc dust (26.16g, 0.4mol, 4.0eq.), The addition was completed temperaturewas raised to 70 For 3hours, TLC the reaction was complete. Cooling, filtration and the filter cakewas washed twice with methanol, and the filtrate sand column chromatography toobtain compoundI-24 was 10.79g,63.23% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18740-39-1, its application will become more common.

Reference:
Patent; Zhu, Xingyong; Shi, Qingming; Fu, Xiaodong; Sun, Zhangyong; Li, Hui; Jie, Yuanping; (18 pag.)CN105859726; (2016); A;,
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