Day: August 9, 2021

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

Electric Literature of 1436686-17-7, 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 1436686-17-7, name is Ethyl 5-bromopyrazolo[1,5-a]pyrimidine-3-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Bromopyrazolo [1,5-a] pyrimidine-3-carboxylate (500 mg, 1.7 mmol)In dioxane (15 ml)Potassium acetate (330 mg, 3.4 mmol) was added,Cyclohexylboronic acid (174 mg, 2.1 mmol),After nitrogen protection PdCl2 (dppf) .DCM (138 mg, 0.17 mmol) was added,The reaction was warmed to 90 C for 2.5 hours.After the reaction was completed, the residue was concentrated under reduced pressure, the resulting residue was diluted with water and extracted with dichloromethane (20×3). The combined organic phases were washed with saturated sodium chloride solution, dried over anhydrous sodium sulphate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (DCM / EA (v / v) = 6/1) to give the title compound as Brown solid (220 mg, 57%).

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 1436686-17-7, Ethyl 5-bromopyrazolo[1,5-a]pyrimidine-3-carboxylate.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; (88 pag.)CN104650092; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 56844-12-3, name is 6-Bromo-4-chlorothieno[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., Quality Control of 6-Bromo-4-chlorothieno[2,3-d]pyrimidine

General procedure: Compound 4 (202 mg, 0.811 mmol) was mixed with phenylboronic acid (5a) (249 mg, 2.04 mmol, 2.5 equiv), finely powdered K2CO3 (341 mg, 2.47 mmol), Pd(PPh3)4 (47 mg, 0.040 mmol), 1,4-dioxane (2 mL) and water (2 mL). The reaction was then stirred at 110 C for 3 h. The solvent was removed and the residue was dissolved in EtOAc (25 mL) and washed with water (3×15 mL). The organic phase was dried over Na2SO4, filtered and evaporated onto silica gel. The obtained material was purified by silica gel column chromatography (n-pentane/EtOAc, 3/1).

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, 56844-12-3, 6-Bromo-4-chlorothieno[2,3-d]pyrimidine.

Reference:
Article; Bugge, Steffen; Kaspersen, Svein Jacob; Sundby, Eirik; Hoff, Bard Helge; Tetrahedron; vol. 68; 45; (2012); p. 9226 – 9233;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 16234-10-9, Adding some certain compound to certain chemical reactions, such as: 16234-10-9, name is Thieno[3,2-d]pyrimidin-4(3H)-one,molecular formula is C6H4N2OS, 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 16234-10-9.

Thieno[3,2-d]pyrimidin-4(3H)-one (38.0 g, 0.25 mol) was dissolved in acetic acid (143 mL, 2.5 mol), and bromine (40.4 mL, 0.78 mol) diluted with acetic acid (122 mL, 2.1 mol) was slowly added to the solution prepared. The reaction solution was stirred in a sealed reactor for 18 hours at 120C. The reaction solution was cooled to room temperature and acetic acid was removed by distillation under reduced pressure. The reaction mixture was poured into an ice water to generate a solid compound, and the resulting solid compound was filtered and dried. The title compound was obtained without purification (37.5 g, 65%). 1H-NMR Spectrum (300 MHz, DMSO-d6): delta 12.75 (brs, 1H), 8.36 (s, lh), 8.24 (s, 1H)

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. 16234-10-9, Thieno[3,2-d]pyrimidin-4(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HANMI PHARM CO., LTD.; BAE, In Hwan; SON, Jung Beom; HAN, Sang Mi; KWAK, Eun Joo; KIM, Ho Seok; SONG, Ji Young; BYUN, Eun Young; JUN, Seung Ah; AHN, Young Gil; SUH, Kwee Hyun; WO2013/100632; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 63200-54-4, 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine, 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: C6H3Cl2N3, blongs to pyrimidines compound. COA of Formula: C6H3Cl2N3

Dissolve 5H-pyrrolo[3,2-d]pyrimidine (510 mg, 1 eq) in acetone (10 ml) and add p-toluenesulfonyl chloride. (265 mg, 1.3 eq) and sodium hydroxide (1.3 eq) were reacted at room temperature for 2 h, added with water, extracted with dichloromethane, concentrated, and dried to give a solid. (302 mg, 83%).

The synthetic route of 63200-54-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Xin Minxing; Tang Feng; Wen Jun; Shen Han; Tu Chongxing; Zhao Xinge; (48 pag.)CN104177363; (2018); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 959070-42-9, 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 959070-42-9, name is Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Reference Example 72 Production of ethyl 4-chloro-5-hydroxy-7-methyl-2-(methylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylate A mixture of the compound of Reference Example 70 (1.07 g, 4.0 mmol), ethyl sarcosinate hydrochloride (614 mg, 4.0 mmol), triethylamine (1.12 mL, 8.0 mmol) and THF (10 mL) was stirred at room temperature overnight. Water was added thereto, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. To a solution of the residue in THF (30 mL) was added potassium tert-butoxide (581 mg, 4.4 mmol), and the mixture was stirred at room temperature for 1 hr. 1N Hydrochloric acid (8 mL) and water were added to the reaction mixture, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluate, hexane:ethyl acetate=50:50?0:100). The precipitated solid was collected by filtration, and washed with diethyl ether to give the title compound (661 mg, 55%) as a pale-yellow powder. 1H NMR (300 MHz, CDCl3) delta:1.46 (3 H, t, J = 7.2 Hz), 2.62 (3 H, s), 3.91 (3 H, s), 4.48 (2 H, q, J = 7.1 Hz), 9.11 (1 H, s).

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 959070-42-9, Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2471793; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 15908-63-1 , The common heterocyclic compound, 15908-63-1, name is 2-Methyl-4-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile, molecular formula is C7H7N3OS, 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.

(Step 1) Preparation of Methyl 5-Cyano-1,6-dihydro-2-methyl-4-(methylthio)-6-oxo-1-pyrimidineacetate To a cooled (0 C.), stirred suspension of NaH (50% dispersion in mineral oil, washed with hexane, 5.0 g, 0.105 mol) in DMF (70 mL) was added, 1,6-dihydro-2-methyl-4-(methylthio)-6-oxo-5-pyrimidinecarbonitrile (prepared by the process of J. Bagli, U.S. Pat. No. 4,505,910, Example 1) (18.1 g, 0.100 mol) in several portions. After 30 minutes, methyl bromoacetate was added and the resulting mixture was stirred at room temperature for 4.5 hours. A little water was added and most of the DMF was removed under reduced pressure. The residue was partitioned between water (150 mL) and chloroform (100 mL), and the organic phase was dried (MgSO4), and concentrated. The crude product was triturated with ether (100 mL) to give the product (18.5 g, 73%) m.p. 150-152 C. A portion of the crude product (2.0 g) was recrystallized (twice) from chloroform/hexane to give pure product (1.6 g). NMR (CDCl3): delta2.58 (s, 3H), 2.65 (s, 3H), 3.85 (s, 3H), 4.83 (s, 2H). IR (CHCl3): 2240, 1760, 1690 cm-1.

The synthetic route of 15908-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Home Products Corporation; US4786638; (1988); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia