Day: February 8, 2021

Related Products of 799842-07-2, 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. 799842-07-2, name is N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide. A new synthetic method of this compound is introduced below.

Example 3: Preparation of N-[4-(4-fluoro-phcnyl)-6-isopropyl-5-(4-mcthyl-4i1-[1,2,41 triazol-3-ylsulfanylmethyl)pyrimidin-2-yll -N-methyl-methane-sulfonamide Method A: To a solution of 4-methyl-4H-{l,2,4triazole-3-thiol (7.62g) in ethyl acetate (250ml), potassium carbonate (20g) was added and the reaction rnixtur was stirred for 30minutes at 25 to 30C. N-[5-Bromomethyl-4-(4-fluorophnyl)-6?-isopropylpyrimidin-2-yl]-N-methyl-methane sulfonamide (25g) was added and temperature was raised to 30 to 35C and stirred for 4 hours; After completion of reaction, the reaction mass was quenched with water (200m1). The organic-layer was separated and aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with brine, dried on anhydrous sodium sulphate andconcentrated. Isopropyl ether (SUm) was added to the residue and stirred for 30 minutes at 25-30C and the resulting solid was filtered, washed with diisopropyl ether and dried to give (27g)of title compound which is characterizedby ?H-NMR and mass spectra.1H-NMR, (400 MHz, CDCI3, ppm): 1.34 (d, 6H), 3.50 (s, 4H), 3.53 (s, 6H), 4.50 (s, 2H), 7.12(dd, 2H), 7.65 (dd, 2H), 8.19 (s, 1H);Mass (M+1)45l amu

At the same time, in my other blogs, there are other synthetic methods of this type of compound,799842-07-2, N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; IND-SWIFT LABORATORIES LIMITED; NAIK RAJESH VINODRAI; JAIN ANSHUL KUMAR; SARIN GURDEEP SINGH; SAINI VINAY KUMAR; KUMAR VIJAY; WO2015/37018; (2015); 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. 764659-72-5, name is (2R,5S)-(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylate, the common compound, a new synthetic route is introduced below. Recommanded Product: 764659-72-5

To a 2.0 L capacity jacketed flask equipped with a mechanical stirrer, thermometer pocket, dipotassium hydrogen phosphate (147. lg) and water (330ml) was charged and stirred the reaction mixture for 15 minutes. To the reaction mixture then charged isopropyl alcohol (800ml) and further stirred for 15 minutes and cooled the reaction mixture to a temperature of 15C to 20C. Then charged FCME (lOOg) dissolved in isopropyl alcohol (100ml) to the reaction mixture and stirred at a temperature of 15C to 20C for 1 hour. A separately prepared solution of sodium borohydride (26g) dissolved in aqueous sodium hydroxide was added dropwise to the reaction mixture over the period of 1-1.5 hours. The reaction mixture further stirred for 4 – 5 hours and the two layers formed were separated. To the separated organic layer 20% (v/v) dilute hydrochloric acid (4.6ml) was added dropwise to adjust the pH to 8.0-8.5 and the reaction mixture was further stirred for 15 minutes. The reaction mixture was then distilled out and the aqueous solution obtained was extracted with toluene (200ml). The reaction mixture then treated with charcoal (5g) and filtered. The filtrate obtained was distilled out to obtain a liquid and diluted with isopropyl alcohol (200ml), distilled out the isopropyl alcohol. Diluted the reaction mixture again with isopropyl alcohol (200ml) and distilled out. The reaction mixture further diluted with isopropyl alcohol (400ml) and refluxed the reaction mixture to a temperature of 85C to 90C for 30 minutes to obtain the residue. Cooled the reaction mixture and filtered, the filtrate obtained was then distilled out to obtain the residue. Diluted the residue obtained with ethanol (100ml) and distilled out. The reaction mixture again diluted with ethanol (200ml) and heated at a temperature of 85C to 90C for 30 minutes and then cooled at a temperature of 10C to 15C to precipitate the product, emtricitabine. The resulting product was filtered and washed with ethanol. Dry the product under vacuum.Yield = 62%Assay = 98.7%Purity = 99.86%

The synthetic route of 764659-72-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIRAMAL HEALTHCARE LIMITED; ROY, Mita; JAGTAP, Ashutosh; SHAH, Chirag; KUMBHAR, Ajay; HARIHARAN, Sivaramakrishnan; WO2012/131541; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2927-71-1, Adding some certain compound to certain chemical reactions, such as: 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine,molecular formula is C4HCl2FN2, 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 2927-71-1.

Step A: 2-Chloro-5-fluoropyrimidine To 2,4-dichloro-5-fluoropyrimidine (15.0 g, 89.8 mmol) is added tetrahydrofuran (100 mL) and zinc powder (17.6 g, 269 mmol). The mixture is heated to 70 0C with vigorous stirring, acetic acid (5.14 mL, 89.8 mmol) is added over Ih and the mixture is heated at reflux for an additional 5h. The mixture is diluted with dichloromethane, filtered through celite, evaporated in vacuo and purified on silica gel to give the desired product (6.00 g, 50 %).

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. 2927-71-1, 2,4-Dichloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2007/106705; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 2972-52-3, 2,4-Dichloro-5-pyrimidinecarbonyl chloride, 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, 2972-52-3, blongs to pyrimidines compound. SDS of cas: 2972-52-3

Step-1. Preparation of 2,4-dichloro-N-methylpyrimidine-5-carboxamide (2): To a solution of methyl amine (2M) in THF (2.4 mL, 4.70 mmol) in DCM (50 ml), TEA (963 mg, 9.50 mmol) and 2,4-dichloropyrimidine-5-carbonyl chloride (1 g, 4.70 mmol) were added slowly at -78 C. for 1 h. TLC showed completion of starting material (TLC system: 10% ethyl acetate in hexane (Rf): 0.3). The reaction mixture was diluted with DCM (50 ml), washed with water (2*30 ml) and a saturated solution of NaHCO3. The organic layer was separated, dried over sodium sulphate, and concentrated. Crude compound was purified by column chromatography using silica gel (100-200 mesh) with 5% ethyl acetate in hexane to obtain 2,4-dichloro-N-methylpyrimidine-5-carboxamide as white solid. Yield: (400 mg, 33%). 1HNMR (400 MHz, CDCl3) delta 8.98 (s, 1H), 6.50 (br s, 1H), 3.07 (d, 3H, J=4.8 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2972-52-3, its application will become more common.

Reference:
Patent; Celgene Avilomics Research, Inc.; Haq, Nadia; Niu, Deqiang; Petter, Russell C.; Qiao, Lixin; Singh, Juswinder; Zhu, Zhendong; US2014/228322; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 163622-50-2 , The common heterocyclic compound, 163622-50-2, name is 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine, molecular formula is C6H5IN4, 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.

Dissolve 3-iodo-4-amino-1H-pyrrole [3,4-d] pyrimidine (294 mg, 1.13 mmol) in 2 mL (1: 3) of a mixed solvent of ethanol and DME, and then add 0.25 mL of saturated sodium carbonate Solution andN-methyl 2-azaindole-3-boronic acid pinacol ester (413 mg, 1.6 mmol). After the whole system was ventilated three times, tetrakis (triphenylphosphine) palladium (127 mg, 0.11 mmol) was added to the mixture, and then the whole system was heated to 90 C. under nitrogen and stirred for 12 hours. After the reaction was completed, filtration was performed with celite, and the obtained filtrate was washed three times with water and dichloromethane. The organic phase was subjected to rotary evaporation under reduced pressure to obtain a solid, which was separated by silica gel column chromatography (eluent was dichloromethane containing 1-2% methanol), and finally 234 mg (0.88 mmol) of the target compound was obtained as a pale green solid. Yield: 78%.

The synthetic route of 163622-50-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yaoya Science And Technology (Shanghai) Co., Ltd.; Liang Yonghong; Zeng Zhaosen; Ling Yuan; (35 pag.)CN110452243; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 22536-65-8 ,Some common heterocyclic compound, 22536-65-8, molecular formula is C5H5ClN2O, 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 solution of 2-chloro-5-methoxypyrimidine (5.0 g, 34.6 mmol, 1.0 equiv) in MeOH (100 mL) and DMF (20 mL) were added triethylamine (10.5 g, 103.8 mmol, 3.0 equiv) and Pd(dppf)Cl2 (3.8 g, 5.2 mmol, 0.15 equiv). The suspension was degassed and purged with CO several times. The mixture was stirred under CO (3 Mpa) at l20C for 72 hours. The reaction mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography (eluted with PE/EtOAc = 20/1 ~ 10/1) to afford the title compound methyl 5-methoxypyrimidine-2-carboxylate as a light yellow solid (3.3 g, 57% yield). LCMS: m/z: 169.0 (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,22536-65-8, its application will become more common.

Reference:
Patent; ANNAPURNA BIO INC.; TANG, Haifeng; BOYCE, Sarah; HANSON, Michael; NIE, Zhe; (213 pag.)WO2019/169193; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, 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, Recommanded Product: 6-Chloropyrimidine-2,4(1H,3H)-dione, blongs to pyrimidines compound. Recommanded Product: 6-Chloropyrimidine-2,4(1H,3H)-dione

4-Dimethylamino-l-aminoindan (8.5g, 48.2 ?unol) and 6- chlorouracil (3.55g, 24.2 mmol) were dissolved in DMSO (8.5 ml) , heated to 1150C and stirred for 4h. The reaction mixture was cooled to 800C and glyme (ethylene glycol dimethylether) was added to provide a thick mixture which was further refluxed for Ih. The mixture was cooled to room temperature, and the solid collected by filtration and washed well with glyme. The white solid was treated with water (50 ml) and the suspension was refluxed for 30 min, cooled to room temperature, filtered and washed thoroughly with Et2O. A white solid (4g, 58%) was provided. The free base was converted to the HCl salt by dissolving it in EtOH (32 ml) and HCl/EtOH (28% solution, 2.5 ml) and adding Et2O (70 ml) . The salt was ; cdeltalectec TSy rl”‘tfrat&n, washealpha8 with Et2O and dried to give an off-white powder (4.8g, 58%). Mp 192-193C. 1H-NMR (free base) DMSO-d6 delta :10.24 (br epsilon, IH, CONHCO), 9.68 (br s, IH, CONHC), 7.15 (br t, IH, J = 8 Hz, Ar), 6.85 and 6.78 (two br d, 2H, Ar), 6.42 (br d, IH, J = 6 Hz , CHNH), 4.87 (br q, IH, J = 7 Hz , CHNH), 4.64 (br s, IH, CCHCO), 2.75 -2.90 (br s & br m, 8H, Me2N S- CH2CH2C), 2.45 and 1.76 (m, 2H, CHCH2); 13C (free base) DMS0-ds delta : 164.27 (CHCO), 153.70 (NHCNH), 150.72 (NHCONH), 149.80 (Me2NC), 144.03, 133.59, 127.61, 116.0, 115.39, 73.27 (CHCO), 56.64 (CHNH), 42.37 (Me2N), 33.21, 29.41; Anal, (calcd for Ci5Hi8N4O2) C 62.92, H 6.34, N 19.57. Found C 62.73, H 6.45, N 19.20; MS (CI) (iBu) m/z (286.11, M); HRMS (CI, iBu) exact mass calcd for Ci5H18N4O2 286.1429, found 286.1450. 1H-NMR (HCl salt) DMS0-d6 delta: 10.38 (br s, IH, CONHCO), 10.27 (br s, IH, CONHC), 7.64 (br d, IH, J = 8 Hz, Ar), 7.45 and 7.39 (br t & br d, 2H, Ar), 7.20 (br d, IH, J = 6 Hz, CHNH), 5.00 (br q, IH, J = 7 Hz, CHNH), 4.74 (br s, IH, CCHCO), 3.35 (br m, IH, CH2CH2C), 3.0-3.12 (br s & m, 7H, Me2N & CH2CH2C), 2.57 and 1.85 (two m, 2H, CHCH2); 13C (HCl salt) DMSO-d6 delta : 164.26 (CHCO), 154.13 (NHCNH), 150.37 (Me2NC), 145.90 (NHCONH), 140.07, 135.55, 128.65, 124.39, 119.64, 73.09 (CHCO), 56.39 (CHNH), 44.78 (Me2N), 32.87, 28.29; MS (CI) (NH3) m/z (287, MH+) .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES, LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2006/20070; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4983-28-2, 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.4983-28-2, name is 2-Chloro-5-hydroxypyrimidine, molecular formula is C4H3ClN2O, molecular weight is 130.53, as common compound, the synthetic route is as follows.

Example 9 Synthesis of 2-chloro-5-benzyloxy-pyrimidine Compound 31 Referring to the reaction scheme of , potassium carbonate (11.6 g, 84.3 mmol) was added to 10 g of the alcohol 40 (76.6 mmol) in 500 mL of MeOH, followed by benzyl bromide (10.1 mL, 84.3 mmol). After 14 hrs stirring at r.t., the reaction was stopped by addition of water (300 mL). MeOH was evaporated and the remaining aqueous layer was extracted with CHCl3. The combined CHCl3 layers were washed with brine, dried over magnesium sulfate, and filtered. Removal of the solvent followed by silica gel chromatography using 100:1 CHCl3:MeOH as eluent gave 15 g (89%) of 2-amino-5-benzyloxy-pyrimidine (31) as a white solid. 1H NMR (CDCl3) delta 8.27 (s, 2H), 7.37-7.30 (m, 5H), 5.09 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 4983-28-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; KADOR, PETER F.; US2014/235858; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1032452-86-0 ,Some common heterocyclic compound, 1032452-86-0, molecular formula is C13H10ClN3, 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.

In 80 mL of sec-butanol, 2.44 g (10.04 mmol) of compound 2, 2.60 g (15.06 mmol) of p-toluenesulfonic acid and 2.48 g (10.04 mmol) of 4-bromo-5-nitro 2-methoxyaniline were added. The mixture was reacted at 90 C for 20 hours, detected by TLC, and the reaction was completed.It cooled to room temperature, concentrated to give a black solid, which was successively washed with acetonitrile and methyl tert-butyl ether to give 2.58 g (5.68 mmol) of Compound 3 The crude yield of 56.56 %

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1032452-86-0, its application will become more common.

Reference:
Patent; Beijing Xuanyi Pharmaceutical Technology Co., Ltd.; Jilin Huikang Pharmaceutical Co., Ltd.; Song Yuntao; A .J.buliqi; (90 pag.)CN104761544; (2019); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.347418-42-2, name is 4-Chloro-5-fluoropyrimidine, molecular formula is C4H2ClFN2, molecular weight is 132.52, as common compound, the synthetic route is as follows.Application In Synthesis of 4-Chloro-5-fluoropyrimidine

1) Pyridinium chlorochromate,Sodium ferrate,Phosphoric acid and tetrabutylammonium chloride are added to the water,Pass argon as a protective gas,Then heated to 120 C as reactant A;Dissolving 4-chloro-5-fluoropyrimidine in DMSO as reactant B;Maintain 120 C and protective gas conditions,Passing reactant A to drop B into A,Control the dropping time to 60min,After the completion of the dropwise addition, the system was further heated to 140 C.The reaction was completed at 4.5 h.The ratio of each material in the reaction is 4-chloro-5-fluoropyrimidine,Chlorination reagent,Ferrate,The ratio of acid to quaternary ammonium salt is 1:1.04:1.16:0.009:0.014;4-chloro-5-fluoropyrimidine and water,The amount ratio of disulfoxide was: 1 mmol: 2.2 ml: 1.4 ml.2) After cooling the system, the solid is removed by filtration.Then extracted with ethyl acetate,After washing and concentrating, a crude product is obtained.Decompression distillation gives a pure product,The yield was 97.5%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,347418-42-2, 4-Chloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Shandong Nong Pharmaceutical Xue Institute; Jinan Kehai Co., Ltd.; Fu Hongxin; Yang Chaohui; Wang Ling; (5 pag.)CN108997222; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia