Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 105806-13-1, 4,6-Dichloro-5-fluoro-2-methylpyrimidine, 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, COA of Formula: C5H3Cl2FN2, blongs to pyrimidines compound. COA of Formula: C5H3Cl2FN2

Part A: 4-(2,5-Dihydro-1H-pyrrol-1-yl)-5-fluoro-6-hydrazino-2-methylpyrimidine. 4,6-Dichloro-5-fluoro-2-methylpyrimidine (181 mg, 1.0 mmol) was dissolved in 4 ml. of DMSO and stirred at room temperature. 3-Pyrroline (71 mg, 1.05 mmol) was added, followed by DIPEA (244 mul_, 1.4 mmol). The resulting reaction mixture was stirred until displacement of the first chloride was complete, and then hydrazine (350 mul_) and MeOH (~2 ml.) were added to the reaction mixture. The contents were then heated to 70 0C for ~2 h, until displacement of the second chloride was complete. The reaction mixture was then cooled to room temperature and purified by RP-HPLC to provide 4-(2,5-dihydro-1H- pyrrol-1-yl)-5-fluoro-6-hydrazino-2-methylpyrimidine (142 mg, 68%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,105806-13-1, 4,6-Dichloro-5-fluoro-2-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4270-27-3 ,Some common heterocyclic compound, 4270-27-3, molecular formula is C4H3ClN2O2, 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 6-chloro-uracil (3.0 g, 20.47 mmol, 1 equiv.) and LiBr (1.78 g, 20.5 mmol, 1.0 equiv.) in NMP (70 mL) at 0 C was added NaH (60% dispersion in mineral oil, 0.82 g, 20.5 mmol, 1.0 equiv.). The reaction mixture was stirred at 0 C for 10 min, and 2-(trimethylsilyl)ethoxymethyl chloride (3.75g, 22.5 mmol, 1.1 equiv.) was slowly added via an addition funnel. The reaction mixture was stirred overnight at room temperature and then diluted with EtOAc (150 mL). The mixture was washed with a saturated aqueous NH4C1 solution (50 mL), saturated aqueous NaHC03 (50 mL), and brine (50 mL). The organic layer was dried with anhydrous Na2S04 and concentrated under reduced pressure to provide 3.2 g (57%) of the title compound as a white solid. LC/MS: m/z (ES+) 299 (M+Na)+. 1H NMR (400 MHz, CDC13): delta ppm 9.00-8.80 (br-s, 1H), 5.95 (s, 1H), 5.45 (s, 2H)), 3.63 (t, J = 7.0 Hz, 2H), 1.48 (t, J = 7.0 Hz, 2H), 0.01 (s, 9H).

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. 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MYOKARDIA, INC.; OSLOB, Johan; ANDERSON, Robert; AUBELE, Danielle; EVANCHIK, Marc; FOX, Jonathan Charles; KANE, Brian; LU, Puping; MCDOWELL, Robert; RODRIGUEZ, Hector; SONG, Yonghong; SRAN, Arvinder; WO2014/205223; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 635698-56-5, 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 635698-56-5, name is tert-Butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of tert-butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5//)- carboxylate (100 mg, 0.329 mmol) and TEA (0.137 mL, 0.986 mmol) in DMF (1.5 mL) was treated with 2-(2-pyridyl)ethyl amine (40.2 mg, 0.329 mmol). The mixture was stirred overnight at room temperature. The reaction mixture was EtOAc (10 mL) and H2O (10 mL), and extracted with EtOAc (2x 10 mL). The combined organic phases were washed with H2O (10 mL) and brine (10 mL), dried over Na2SO4, filtered, and concentrated in vacuo. The resulting residue was purified by gradient elution on silica gel (0 to 100% EtOAc in hexanes to afford the title compound as a pale yellow gum (96 mg, 75%). Data for G-1 : 1H NMR (500 MHz, CDCl3) delta 8.524-8.64 (br m, IH), 7.61-7.69 (br m, IH), 7.15-7.24 (m, 2H), 6.67-6.89 (br m, IH), 4.24 (s, 2H), 3.67 (br m, 2H), 3.08 (t, J= 9.0 Hz, 2H), 2.75 (br s, 2H), 1.51 (s, 9H); LC/MS: rt= 1.35 min, m/z (M+H)= 390.1 found; 390.2 calcd..

According to the analysis of related databases, 635698-56-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BRESLIN, Michael, J.; COLEMAN, Paul, J.; COX, Christopher, D.; RAHEEM, Izzat, T.; SCHREIER, John, D.; WO2011/22213; (2011); A1;,
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Pyrimidine – Wikipedia

Related Products 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.

Add the third step product, 5-fluoro-1,1-dimethyl-7- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) -2,3-dihydro-1H-benzo [d] pyrrole [1,2-a] imidazole (1.2 g, 3.6 mmol)to the reaction flask,2,4-dichloro-5-fluoropyrimidine (0.664 g, 4.0 mmol) Pd (PPh3) 2Cl2 (282 mg, 0.40 mmol), Sodium carbonate (763 mg, 7.2 mmol) and DME / H2O (40 mL / 10 mL). In a nitrogen atmosphere, the mixture was stirred at 80 C for 3 hours. Cooling to room temperature, the reaction solution suction filter, The filtrate was concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate / petroleum ether = 1/3) To give the title compound (0.51 g, white solid) in 42% yield.

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; Gan & Lee Pharmaceuticals; Liu, Wenjian; Yin, Lei; Li, Heng; (94 pag.)CN106608879; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4214-57-7, 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. 4214-57-7, name is 2-Amino-5-bromo-4,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below.

To a stirred solution containing 2.00 g (9.89 mmol) of 2-amino-5-bromo-4,6-dimethylpyrimidine (5) in 16 mL of toluene was added 1.36 mL (1.32 g; 11.5 mmol) of 2,5-hexanedione followed by 96 mg (0.50 mmol) of p-toluenesulfonic acid. The reaction mixture was heated and stirred at reflux for 12 h. The reaction mixture was poured into 150 mL of water and then extracted with 200 mL of ethyl acetate. The organic solution was washed with 150 mL of brine, dried (MgSO4) and concentrated under diminished pressure. The residue was purified by chromatography on a silica gel column (15 * 5 cm). Elution with 5:1 hexanes/ethyl acetate afforded 6 as light yellow crystals: yield 2.23 g (81%); mp 64-65 C; silica gel TLC Rf 0.65 (6:1 hexanes/ethyl acetate); 1H NMR (CDCl3) delta 2.34 (s, 6H), 2.67 (s, 6H) and 5.89 (s, 2H); 13C NMR (CDCl3) delta 14.5, 24.9, 108.7, 118.6, 129.5, 155.3 and 166.9; mass spectrum (APCI), m/z 280.0458 (M+H)+ (C12H15N3Br requires 280.0449).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4214-57-7, 2-Amino-5-bromo-4,6-dimethylpyrimidine, and friends who are interested can also refer to it.

Reference:
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. 852180-74-6, name is 3-(Pyrimidin-5-yl)benzoic acid, the common compound, a new synthetic route is introduced below. Safety of 3-(Pyrimidin-5-yl)benzoic acid

To a stirred solution of XVII (0.100 g, 0.50 mmol) in 5 mL of DMF were added DIPEA (0.17 mL,1.0 mmol), HATU (0.380 g, 1.0 mmol) and XIII (0.203 g, 0.50 mmol) and stirred at RT for 12 h. Reactionmixture was diluted with ice-cold water and extracted with ethyl acetate (20 mL x 3). Organic layer wasthen washed with brine solution, dried over anhydrous sodium sulphate, concentrated under reducedpressure to afford crude product which was purified by reverse phase HPLC to afford desired product (0.053g, 18%).LCMS: 589 [M+1]+1H NMR (DMSO-d6): 10.50 (s, 1H), 10.20 (s, 1H), 9.25 (m, 3H), 8.43 (s, 1H), 8.20 (s, 1H), 8.10-8.05(m, 2H), 8.0 (m, 2H), 7.85 (d, 1H), 7.70 (m, 2H), 7.50 (d, 1H), 3.58 (s, 2H), 2.40-2.20 (m, 11H), 2.18 (s,3H).

The synthetic route of 852180-74-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ramachandran, Sreekanth A.; Jadhavar, Pradeep S.; Miglani, Sandeep K.; Singh, Manvendra P.; Kalane, Deepak P.; Agarwal, Anil K.; Sathe, Balaji D.; Mukherjee, Kakoli; Gupta, Ashu; Haldar, Srijan; Raja, Mohd; Singh, Siddhartha; Pham, Son M.; Chakravarty, Sarvajit; Quinn, Kevin; Belmar, Sebastian; Alfaro, Ivan E.; Higgs, Christopher; Bernales, Sebastian; Herrera, Francisco J.; Rai, Roopa; Bioorganic and Medicinal Chemistry Letters; vol. 27; 10; (2017); p. 2153 – 2160;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1004-38-2 ,Some common heterocyclic compound, 1004-38-2, molecular formula is C4H7N5, 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 some exemplary embodiments, 65 mL of concentrated hydrochloric acid was added to a solution of 5.0 g, 0.036 mol ortho-nitroaniline in 75 mL dimethyl formamide dropwise. The solution was stirred for 10 minutes at 3 C. 2.5 g, 0.036 mol of sodium nitrite in 18 mL of water was added dropwise to the solution. The resulting clear yellow solution was stirred for 30 minutes at 3 C. 4.53 g, 0.036 mol of 2,4,6-triaminopyrimidine was added in portions over 5 minutes. Orange/red precipitate forms with each addition of pyrimidine. 100 mL of water was added. The resulting orange/yellow heterogeneous mixture was gradually warmed to room temperature for approximately 20 hours with vigorous stirring. Filtration of the resulting orange slurry gave an HCl salt of azo, which was washed with ice-chilled water. The resulting pasty material was stirred vigorously with 450 mL of 10% potassium carbonate for 30 minutes at room temperature. The resulting red precipitate was filtered, washed with water, and air dried over several days or dried in a vacuum oven at 70 C. and 25 mmHg to give a yield of 8.86 g (90%) azo. The material was characterized as follows: mp 274 C. (broad dec); 1H NMR (300 MHz, DMSO-d6) delta 9.54 (s, 1H), 8.23 (dd, J=8.4, 0.9 Hz, 1H), 7.89-7.80 (m, 2H), 7.62 (td, J=8.4, 1.2 Hz, 1H), 7.34 (m, 2H), 7.01 (s, 1H), 6.74 (s, 2H); 13C NMR (75 MHz, DMSO-d6) delta 165.0, 164.5, 155.8, 145.9, 145.5, 133.7, 126.8, 124.7, 118.4, 113.0; IR: 3505, 3392, 3096, 1666, 1619, 1569, 1510, 1435, 1351, 1257, 1215 cm-1; MS-DART ionization-positive (m/z): calculated for C10H11N8O2 [M+H]+, 275.1005; found, 275.0970. Anal. Calcd. for C10H10N8O2: C, 43.80; H, 3.68; N, 40.86; Found: C, 42.68; H, 3.58; N, 39.20.

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. 1004-38-2, 2,4,6-Triaminopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The United States of America as Represented by the Secretary of the Navy; US8273877; (2012); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 90905-33-2, name is 2-Methylpyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Methylpyrimidine-5-carbaldehyde

To a mixture of 2-methylpyrimidine- 5-carbaldehyde (5.0 g, 40.9 mmol), /ert-butyl diethylphosphonoacetate (11.58 mL, 49.1 mmol), and molecular sieves (4A) (20 g, 189 mmol) in THF (100 mL) was added lithium hydroxide (1.176 g, 49.1 mmol). The mixture was stirred at rt for 72 h and then filtered. The filter cake washed with THF. The combined organic layers were concentrated in vacuo and the residue was dissolved in EtOAc and washed with H20. The combined organic layers were dried over Na2S04, filtered, concentrated, and the residue subjected to flash column chromatographpy (ethyl acetate/hexanes 1 : 1) to afford /er/-butyl (E)-3-(2-methylpyrimidin-5-yl)acrylate 86H (7.04 g, 32.0 mmol, 78 percent yield) as a white solid. NMR (400 MHz, CHLOROFORM-d) delta 8.75 (br s, 2H), 7.48 (br d, J=16.1 Hz, 1H), 6.47 (br d, J=16.1 Hz, 1H), 2.75 (br s, 3H), 1.53 (br s, 9H). MS (ESI) tm zi : 221.08(M+H)+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 90905-33-2, 2-Methylpyrimidine-5-carbaldehyde.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHAO, Guohua; DEVASTHALE, Pratik; YE, Xiang-Yang; SELVAKUMAR, Kumaravel; DHANUSU, Suresh; BALASUBRAMANIAN, Palanikumar; GUERNON, Leatte R.; CIVIELLO, Rita; HAN, Xiaojun; PARKER, Michael F.; JACUTIN-PORTE, Swanee E.; (290 pag.)WO2018/89353; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4270-27-3, 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.4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione, molecular formula is C4H3ClN2O2, molecular weight is 146.53, as common compound, the synthetic route is as follows.

6-chlorouracil (14.5 g, 100 mmol) was dissolved in a mixed solution of 150 mL of N,N-dimethylformamide (DMF) / dimethylsulfoxide (DMSO) (VDMF / VDMSO = 6: 1), cooled to 0C, adding sodium hydride (4.2 g, 105 mmol). After stirring for 5 min, lithium bromide (13.0 g, 105 mmol) was added, stirring was continued for 15 min, then 1-bromo-2-butyne (14.0 g, 105 mmol) in N,N-dimethylformamide solution (50 mL) was added dropwise thereto, followed by stirring at room temperature for 10 to 12 hours. After completion of the reaction, the reaction solution was poured into ice water, and the precipitated solid was stirred, filtered and vacuum dried to obtain 17.0 g of a light yellow solid in a yield of 85.6%

Statistics shows that 4270-27-3 is playing an increasingly important role. we look forward to future research findings about 6-Chloropyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Qilu Pharmaceutical Co.,Ltd.; Chen, Dong; Fan, Chuanwen; He, Xujun; Cheng, Zhe; Li, Chenglong; (36 pag.)CN103848811; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10070-92-5 ,Some common heterocyclic compound, 10070-92-5, molecular formula is C5H4N2O, 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.

Intermediate 109: (+/-)-1 ,1-Dimethylethyl 4-rcvano(5-pyrimidinyl)methyll-1- piperazinecarboxylate; To a solution of 1 g of 5-pyrimidinecarbaldehyde (9.2 mmole, Aldrich) in 10 mL of dichloroethane in a dry flask under nitrogen were added 1.7 g of 1 ,1-dimethylethyl 1- piperazinecarboxylate (9.2 mmole, Fluka) followed by 3.8 mL of Ti(iOPr)4 (12.8 mmole, Aldrich). The solution was then stirred at RT overnight. 11 mL of a solution of Et2AICN 1 M in toluene (11 mmole, Aldrich) were added dropwise at RT and the mixture was stirred at RT for 4 h. Then 3×10 mL of a saturated solution of NaHCO3 in water was added dropwise and the mixture was stirred at RT overnight. The resulting precipitate was filtered on celite and the cake was washed with AcOEt. The organic phase was washed with a saturated solution of NaHCO3 in water and the layers were separated on a phase separator cartridge. Solvents were removed under reduced pressure and the resulting crude compound was purified by flash chromatography on a 25 g silica gel cartridge with AcOEt/CH 1 :1 as an eluent to give the title compound as a sand color solid (1.72 g). 1H- NMR (400 MHz, CDCI3): delta 1.46 (9H, s), 2.56 (4H, m), 3.41 (4H, m), 5.11 (1 H, s), 8.81 (2H, s), 8.94 (1 H, s); UPLC-MS [Acquity UPLC BEH C18, 50×21 mm, 1.7 mum, gradient: A: H2O +0.1 % HCOOH/B: MeCN+0.075% HCOOH: 1 % to 6%B in 0.2 min., 6% to 60%B in 1.05 min, 60% to 100%B in 0.5 min., 100%B for 0.2 min, flow rate: 1 mL/min]: R1 = 0.64 min. m/z (ES): 326 [M+Na]+, 248 [M-CN]+.

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. 10070-92-5, Pyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/148853; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia