Pyrimidines

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. 49845-33-2, name is 2,4-Dichloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

Following the preparation protocol of Section 5.1.2.1, the reaction mixtureof 2,4-dichloro-5-nitropyrimidine (1a) (250 mg, 1.29 mmol),DIEA (0.22 mL, 1.29 mmol) and aniline (120 mg, 1.29 mmol) inDCM (1 mL) was stirred at 0 C for 5 min to give the title compound2q as a yellow solid (277 mg, 85.8percent); mp 171?173 C; 1H NMR(400 MHz, DMSO d6) d (ppm) 10.45 (s, 1H), 9.16 (s, 1H), 7.54 (d,J = 8.0 Hz, 2H), 7.45 (t, J = 7.6 Hz, 2H), 7.29 (t, J = 7.2 Hz, 1H); 13CNMR (100 MHz, CDCl3) d (ppm) 164.26, 157.60, 153.44, 135.45,129.30, 126.65, 122.85; HRMS (ESI): m/z, Calcd. for C10H8O2N4Cl[M+H]+: 251.0330, Found 251.0329.

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, 49845-33-2, 2,4-Dichloro-5-nitropyrimidine.

Reference:
Article; Cui, Guonan; Jin, Jing; Chen, Hualong; Cao, Ran; Chen, Xiaoguang; Xu, Bailing; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 2186 – 2197;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4316-97-6, 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. 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, 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.

To a solution of 4,6-dichloro-5-methylpyrimidine (1.00 g, 6.13 mmol) in MeOH (50 mL) at 0C was added solid sodium methoxide (0.348 g, 6.44 mmol) in portions. The reaction mixture was allowed to warm to room temperature and stirred at room temperature for 4 hours and then at 500C for 12 hours. Additional sodium methoxide (0.348 g, 6.44 mmol) was added and the reaction mixture was stirred at 50C for 4 hours. Additional sodium methoxide (0.348 g, 6.44 mmol; 3 eq total) was added and the reaction mixture was stirred at 5O0C for 20 minutes, when HPLC showed the reaction was complete. The reaction mixture was concentrated and then partitioned between EtOAc and saturated aqueous NH4Cl. The phases were separated, and the aqueous phase was re- extracted with EtOAc (Ix). The combined organic layers were dried (Na2SO4), filtered and concentrated to yield the desired product (0.829 g, 85%) as a colorless oil that was used without further purification. 1H-NMR (400 MHz, CDCl3) delta 8.42 (s, IH), 4.02 (s, 3H). LRMS (ESI pos) m/e l59 (M+l).

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 4316-97-6, 4,6-Dichloro-5-methylpyrimidine.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; WO2007/146824; (2007); A2;,
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.90349-23-8, name is 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid, molecular formula is C9H9N3O2, molecular weight is 191.19, as common compound, the synthetic route is as follows.Application In Synthesis of 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid

General procedure: To a stirred solution of carboxylic acid compound (1.0 equivalent), HATU (1.5 equivalents), and DIPEA (3.75 equivalents) in DCM or DMF (~4 mL/0.2 mmol) was added amine compound (1.25 – 2.0 equivalents). The reaction mixture was stirred at roomtemperature for 4-16 hours, and then washed with saturated aqueous aHC03solution (5 mL/0.2 mmol), aqueous citric acid solution (5 mL/0.2 mmol) and brine (5 mL/0.2 mmol). The combined extracts were dried over anhydrous a2S04, filtered and concentrated in vacuo. The resulting crude material was purified by silica gel column chromatography or preparatory HPLC to give the amide compound. Following general procedure A, 5,7-dimethylpyrazolo[l,5-a]pyrimidine-3- carboxylic acid (40 mg, 0.21 mmol) and 1,2,3,4-tetrahydronaphthalen-l -amine afforded the title compound (37 mg, 55%) as a yellow solid.XH NMR (500 MHz, CDC13): delta 8.68 (s,1H),8.42 (d, J= 8.5 Hz, 1H), 7.47 (d, J= 7.0 Hz, 1H), 7.18-7.13 (m, 3H), 6.67 (s, 1H), 5.52- 5.49 (m, 1H), 2.91-2.84 (m, 2H), 2.78 (s, 2H), 2.53 (s, 3H), 2.25-2.22 (m, 1H), 2.00-1.90 (m, 3H). LC-MS m/z: 321.2 [M+H]+. HPLC Purity (214 nm): > 99 %; tR= 8.26 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,90349-23-8, 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse, Marie Josee; (139 pag.)WO2016/73895; (2016); A1;,
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Pyrimidine – Wikipedia

Application of 131860-97-4, Adding some certain compound to certain chemical reactions, such as: 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate,molecular formula is C15H13ClN2O4, 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 131860-97-4.

A mixture of compound 6 (2.00 g, 6.24 mmol), Cs2CO3 (4.07 g, 12.48 mmol) and 2-cyanophenol (1.49 g, 12.48 mmol)in dry DMF (43 mL) was stirred at 85 C under nitrogen for 7 h. The resulting orange suspension was cooled to room temperature, poured into water and extracted with EtOAc. After evaporation of the solvent, the residue was purified by flash chromatography on silica gel using (hexane/EtOAc=4:1v/v) as eluent, to afford 7 (2.45 g, 97.5%); m.p. 115-116 C (lit.17 117-118 C); IR (KBr, numax/cm-1): 2230, 1707; 1H NMR: delta 8.43 (s, 1H), 7.75-7.67 (m, 2H), 7.52 (s, 1H), 7.44-7.32 (m,5H), 7.25 (d, 1H, J = 7.87 Hz), 6.44 (s, 1H), 3.78 (s, 3H), 3.66 (s, 3H); LC-MS (ESI): calcd for C22H18O5N3 ([M+H]+): 404.4; found: 404.1.

According to the analysis of related databases, 131860-97-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Yong-Gan; Luo, Yan; Lu, Yao; Journal of Chemical Research; vol. 39; 10; (2015); p. 586 – 589;,
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.56741-94-7, name is 2-Amino-6-phenylpyrimidin-4(3H)-one, molecular formula is C10H9N3O, molecular weight is 187.2, as common compound, the synthetic route is as follows.Formula: C10H9N3O

Intermediate 1A : Preparation of 4-chloro-6-phenylpyrimidin-2-amine; A suspension of guanidine carbonate (3.60 g, 20 mmol) in ethanol (120 mL) and toluene (20 mL) was refluxed under nitrogen for 1 h, during which time about 50 mL of solvent was removed by distillation. After the mixture was cooled to 45 C, ethyl 3-oxo-3- phenylpropanoate (7.68 g, 40 mmol) was added and the solution was heated at reflux overnight. The desired product precipitated as a white solid during the reaction. Water (50 mL) was added to the reaction and the mixture was refluxed for an additional 30 min. After cooling to rt, the mixture was neutralized with 1N HC1 and placed in the refrigerator for 6 h. The solid was filtered, washed with water followed by ether and dried at 60 C under vacuum to give the product as white solid (6.45 g, 86%). MS ES: 188 (M+H) +, calcd 188; RT = 0.91 min; TLC (CH2C12/2M NH3 in MeOH 95/5) Rf = 0.10. A mixture of the above product (6.0 g, 32 mmol) and POC13 (100 mL) was heated at reflux for 1 h. The majority of the POC13 was removed in vacuo and the residue was diluted with EtOAc and poured over an ice/saturated NaHC03 solution. The aqueous layer was extracted with EtOAc and the combined organic layers were washed with brine, dried (Na2SO4), and concentrated. The crude organic concentrate was re-crystallized from EtOAc/ether to give the product 1A as an off-white powder (2. 8 g, 43%). MS ES: 206 (M+H) +, calcd 206; RT = 2.49 min; TLC (CH2C12/2M NH3 in MeOH 95/5) Rf = 0.72. (Reference 1: H. L. Skulnick, S. D. Weed, E. E. Edison, H. E. Renis, W. Wierenga, and D. A. Stringfellow, J ; Med. Cllem. 1985, 28,1854-1869).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56741-94-7, 2-Amino-6-phenylpyrimidin-4(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/35507; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1189169-37-6, 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.1189169-37-6, name is 1-(5-Bromopyrimidin-2-yl)ethanone, molecular formula is C6H5BrN2O, molecular weight is 201.02, as common compound, the synthetic route is as follows.

At -78 C, n-butyllithium (2.5 M, 4.38 mL, 10.94 mmol) was added to a THF (99 mL) solution containing N,N-bis(2,4- dimethoxybenzyl)ethanesulfonamide (4.07 g, 9.95 mmol, prepared following the procedure described in Example 467.0 employing2,4-methoxybenzylamine and 2,4- methoxybenzaldehyde). The resulting mixture was stirred for 30 min at -78 C. Next, a THF solution of 1-(5-bromopyrimidin-2-yl)ethanone (2.0 g, 9.95 mmol) was added at -78 C. Stirring was continued at -78 , and then the reaction was allowed to slowly warm to RT and stirred overnight. The reaction was then quenched with a saturated aqueous ammonium chloride solution and extracted with EtOAc (3 x 100 mL). After concentration, the product thus obtained was purified on silica eluting with a hexanes/EtOAc gradient (0-100%). Desired fractions were then pooled and concentrated in vacuo to give the title compound. LCMS-ESI (pos.) m/z: 629.9 (M+H2O).

Statistics shows that 1189169-37-6 is playing an increasingly important role. we look forward to future research findings about 1-(5-Bromopyrimidin-2-yl)ethanone.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YANG, Kevin; YEH, Wen-Chen; (700 pag.)WO2018/97945; (2018); A1;,
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.761440-16-8, name is 2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine, molecular formula is C13H13Cl2N3O2S, molecular weight is 346.23, as common compound, the synthetic route is as follows.HPLC of Formula: C13H13Cl2N3O2S

2,5-dichloro-N-(2-(isopropylsulfonyl)phenyl)py-rimidine-4-amine (472 mg, i.36 mmol) was dissolved in 0.08 M HC1-ethoxyethanol (i .0 mE), to which the compound (200 mg, 0.979 mmol) prepared in preparative example 2i was added, followed by stirring at 80 C. for i2 hours. The reaction mixture was cooled to room temperature, neutralized with sodium hydrogen carbonate aqueous solution, and extracted twice with ethylacetate. The extracted organic layer was dried over sodium sulfate and then filtered. The solvent was eliminated by distillation under reduced pressure. Then, purification was performed by silica gel column chromatography (eluent: methanol dichloromethane, 1/9) to give the target compound 2-(4-((5- chioro-4-((2-(isopropylsulfonyl)phenyl)amino)pyrimidine- 2-yl)amino)-5-methoxy-2-methylphenyl)-2- methylpropanenitrile as a white solid (433 mg, 0.875 mmol, yield: 86%).10584] ?H-NMR (300 MHz, CDC13) oe 9.53 (s, br, 1H),8.52 (d, J=8.3 Hz, 1H), 8.18 (s, 1H), 8.12 (s, 1H), 7.94 (d,J=7.9 Hz, 1H), 7.66 (t, J=7.3 Hz, 1H), 7.53 (s, br, 1H), 7.28(t, J=7.8 Hz, 1H), 6.83 (s, 1H), 3.90 (s, 3H), 3.26 (sept, J=6.9Hz, 1H), 2.44 (s, 3H), 1.79 (s, 6H), 1.32 (d, J=6.9 Hz, 6H);LC/MS 513.8 [M+H].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,761440-16-8, 2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Kim, Pilho; Kim, Hyoung Rae; Cho, Sung Yun; Ha, Jae Du; Jung, Hee Jung; Yun, Chang Soo; Hwang, Jong Yeon; Park, Chi Hoon; Lee, Chong Ock; Ahn, Sunjoo; Chae, Chong Hak; (97 pag.)US2018/111905; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3438-46-8, Adding some certain compound to certain chemical reactions, such as: 3438-46-8, name is 4-Methylpyrimidine,molecular formula is C5H6N2, 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 3438-46-8.

To A SUSPENSION OF NAH (2. 26 G 50%, 47. 7 MMOL) IN DMF (92 ML) UNDER ARGON atmosphere and cooled to 0 C, 4-METHYLPYRIMIDINE (3. 00 G, 31. 9 MMOL) WAS added SLOWLY. THEN, ETHYL 4-FLUOROBENZOATE (6. 40 G, 38. 2 MMOL) WAS ADDED AND IT was stirred at room temperature overnight. Water was added and the solvent was evaporated. The residue was taken up in A mixture of ETOAC and brine. The phases were separated and the aqueous phase was REEXTRACTED with ETOAC. The combined organic PHASES WERE DRIED OVER NA2S04 AND CONCENTRATED TO DRYNESS. The crude PRODUCT OBTAINED BY CHROMATOGRAPHY ON SILICA GEL USING HEXANE-ETOAC mixtures OF INCREASING POLARITY AS ELUENT, TO AFFORD 3. 30 G OF THE DESIRED COMPOUND (YIELD : 48%). H NMR (300 MHZ, CDCI3) 8 (TMS) : 4. 11 (KETONE : S, 2 H), 5. 94 (ENOL : S, 1 H), 6. 94 (ENOL : D, J = 5. 4 HZ, 1 H), 7. 08-7. 16 (M, 2 H), 7. 37 (KETONE : D, J = 5. 1 HZ, 1 H), 7. 89 (ENOL : M, 2 H), 8. 08 (KETONE : M, 2 H), 8. 42 (ENOL : D, J = 5. 4 HZ, 1 H), 8. 69 (KETONE : D, J = 5. 1 HZ, 1 H), 8. 81 (ENOL : S, 1 H), 9. 17 (KETONE : S, 1 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. 3438-46-8, 4-Methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; J. URIACH Y COMPANIA S.A.; WO2004/76450; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 213265-83-9, 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 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4,6-dichloro-5-fluoro-pyrimidine (1.67 g, 10.0 mmol), «-butanol (6 mL) and 28% ammonium hydroxide (12 mL) in a sealed tube was heated at 90 C for 2 hours. The precipitated white crystals were collected by filtration to give the desired compound (1.31 g, 89% yield). LCMS (ESI) m/z: 147.9 [M+H+].

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 213265-83-9, 4,6-Dichloro-5-fluoropyrimidine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
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.24391-41-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile, molecular formula is C7H3ClN4, molecular weight is 178.58, as common compound, the synthetic route is as follows.name: 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

A reaction mixture of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (24.61 mg; 0.14 mmol; 1.02 eq.), cis-4-[1 -(2-azetidin-1 -yl-ethyl)-4-(4-fluoro-3-trifluoromethyl-phenyl)-1 H- imidazol-2-yl]-3-fluoro-piperidine (56.00 mg; 0.14 mmol; 1 .00 eq.), and ethyldiisopropylamine (22.70 mg; 0.18 mmol; 1 .30 eq.) in ACN (1 ml) was stirred at 50C for 36 hr. After cooling to rt, the precipate was collected by filtration to yield the title compound as a yellow solid. LC-MS (M+H = 557, obsd. = 557).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24391-41-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; MERCK PATENT GMBH; LAN, Ruoxi; CHEN, Xiaoling; XIAO, Yufang; HUCK, Bayard R.; GOUTOPOULOS, Andreas; WO2014/143612; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia