Pyrimidines

Application of 6237-96-3, 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. 6237-96-3, name is 4,6-Dichloro-2-ethylpyrimidin-5-amine, molecular formula is C6H7Cl2N3, 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 128 6-Chloro-5,6-diamino-2-ethylpyrimidine The material prepared in the foregoing Example 127 (6.19 g, 32 mmol) was dissolved in 2-propanol (75 ml) and 10 ml of anhydrous ammonia was added. This was sealed in a pressure vessel and heated at 110 for 4 hr. The mixture was vented and then evaporated to a solid residue under a stream of nitrogen. This residue was leached with CH2 Cl2 (3*10 ml) and the soluble material (3 g) was shown (tlc, EtOAc:hexanes, 1:1) to be predominantly unreacted starting material, whereas the insoluble material (3.29 g, 19 mmol) was chromatographically pure title compound, suitable for the next reaction (Yield, 60%; quantitative, based on recovered starting material).

According to the analysis of related databases, 6237-96-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck & Co., Inc.; US5057517; (1991); A;,
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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. 956034-07-4, name is 2,4-Dichlorofuro[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below., category: pyrimidines

2,4-Dichlorofuro[3,2-d]pyrimidine 37 (23 mg, 1.0 eq) was suspended in methanol (1.7 ml) and treated with morpholine (0.09 ml, 4.0 eq). Reaction mixture was stirred at room temperature for 2 h, before being quenched with saturated aq. NaHCO3. Mixture was extracted with dichloromethane. The combined organic layers were dried (Na2SO4) and concentrated to yield 2-chloro-4-morpholinofuro[3,2-d]pyrimidine 38 (14 mg, 48%) which was used in the next reaction without further purification.

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, 956034-07-4, 2,4-Dichlorofuro[3,2-d]pyrimidine.

Reference:
Patent; PIRAMED LIMITED; GENENTECH, INC.; BAYLISS, Tracy; CHUCKOWREE, Irina; FOLKES, Adrian; OXENFORD, Sally; WAN, Nan, Chi; CASTANEDO, Georgette; GOLDSMITH, Richard; GUNZNER, Janet; HEFFRON, Tim; MATHIEU, Simon; OLIVERO, Alan; STABEN, Steven; SUTHERLIN, Daniel, P.; ZHU, Bing-Yan; WO2008/70740; (2008); A1;,
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Electric Literature of 23956-12-9 ,Some common heterocyclic compound, 23956-12-9, molecular formula is C6H8N2O3, 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.

General procedure: To a solution of dry 2 (140 mg, 0.897 mmol) and K2CO3 (619.6 mg, 4.48 mmol) in anhydrous DMF (10 mL) at 15 C MOMCl (0.27 mL, 3.56 mmol) was added. Reaction mixture was stirred at r.t. overnight. Solvent was evaporated in vacuo and residue was purified by column chromatography (CH2Cl2 : MeOH = 20 : 1) to yield white powder of 12a (42.7 mg, 23.8 %, m.p. = 124126 C), colorless oil of 12b (26.5 mg, 14.8 %) and white powder of 12c (5.4 mg, 2.5 %, m.p. = 9294 C). 12a: 1H-NMR: 11.01 (1H, s, NH-3), 7.29 (1H, s, H-6), 5.17 (2H, s, CH2-N1), 4.55 (1H, t, J = 5.30 Hz, OH), 3.47 (2H, q, J = 6.14 Hz, H-2′), 3.27 (3H, s, OCH3-N1), 2.36 (2H, t, J = 6.54 Hz, H-1′). 13C-NMR: 164.43 (C-4), 151.49 (C-2), 142.04 (C-6), 111.00 (C-5), 77.93 (CH2-N1), 59.73 (C-2′), 56.45 (OCH3-N1), 30.27 (C-1′). ESI-MS 201 [M+H]+. Anal. calcd. For C8H12N2O4: C 48.00, H 6.04. Found: C 47.94, H 6.06. 12b: 1H-NMR: 10.81 (1H, s, NH-1), 7.54 (1H, s, H-6), 5.26 (2H, s, CH2-N3), 4.48 (1H, t, J = 5.62 Hz, OH), 3.53 (2H, t, J = 6.20 Hz, H-2′), 3.22 (3H, s, OCH3-N3), 2.38 (2H, t, J = 6.55 Hz, H-1′). 13C-NMR: 164.92 (C-4), 151.78 (C-2), 139.46 (C-6), 109.11 (C-5), 65.93 (CH2-N3), 59.69 (C-2′), 55.04 (OCH3-N3), 26.99 (C-1′). ESI-MS 201 [M+H]+. Anal. calcd. For C8H12N2O4: C, 48.00; H, 6.04. Found: C 48.07, H 6.06. 12c: 1H-NMR: 7.63 (1H, s, H-6), 5.21 (2H, s, CH2-N1), 5.08 (2H, s, CH2-N3), 4.60 (1H, t, J = 5.49 Hz, OH), 3.29 (3H, s, OCH3-N1), 3.28 (3H, s, OCH3-N3), 3.51 (2H, q, J = 6.16 Hz, H-2′), 2.40 (2H, t, J = 6.51 Hz, H-1′). 13C-NMR: 164.23 (C-4), 151.72 (C-2), 141.55 (C-6), 110.21 (C-5), 79.11 (CH2-N1), 71.99 (CH2-N3), 59.56 (C-2′), 57.38 (OCH3-N1), 56.64 (OCH3-N3), 30.79 (C-1′). ESI-MS 245 [M+H]+. Anal. calcd. For C10H16N2O5: C 49.17, H 6.60. Found: C 49.09, H 6.59.

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. 23956-12-9, 5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kraljevi?, Tatjana Gazivoda; Klika, Mateja; Kralj, Marijeta; Martin-Kleiner, Irena; Jurmanovi?, Stella; Mili?, Astrid; Padovan, Jasna; Rai?-Mali?, Silvana; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 308 – 312;,
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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. 4316-98-7, name is 6-Chloro-4,5-diaminopyrimidine, the common compound, a new synthetic route is introduced below. COA of Formula: C4H5ClN4

Step 2: 6-Chloro-8-propylpurine To a solution of 4,5-diamino-6-chloropyrimidine (0.289 g, 2 mmol) in 2-methoxyethanol (10 ml) were added trimethylorthobutyrate (0.5 ml, 3 mmol) and p-toluenesulfonic acid (0.03 g), and the mixture was refluxed for 18 hours and then concentrated in vacuo. The residue was partitioned between water and ethylacetate. The organic phase was then washed with brine and dried (MgSO4). The crude product obtained after evaporation of the solvent was purified by flash column chromatography on silica-gel using ethylacetate/hexane (1:1).

The synthetic route of 4316-98-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5102880; (1992); A;,
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Pyrimidine – Wikipedia

Application of 109229-22-3, 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. 109229-22-3, name is 6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one. A new synthetic method of this compound is introduced below.

Preparation 26-Benz l-4-bromo-5,6,7,8-tetrahydropyrido[4,3-rf]pyriniidinePOBr3 (8.92 g, 21 x 1.5mmol) was added to a slurry of the title compound from Preparation 1 (5 g, 21 mmol) in dichloroethane (100 mL). The mixture was stirred at room temperature for 1 h and then refluxed and stirred for a further 1 h, during which time the course of the reaction was monitored by TLC (Merck UV-254; chloroform/methanol 10:1; samples were treated with saturated Na2C(? solution). The reaction mixture was cooled to room temperature, treated with saturated Na2CC>3 solution, stirred for 10 min and treated with ultrasound for 10 min. The organic layer was separated, and the aqueous layer was extracted with chloroform. The organic layers were combined, washed with water, dried over MgS04 and evaporated to give the product in 79% (5 g) yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109229-22-3, 6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER, INC.; LONG, Scott, A.; THORARENSEN, Atli; SCHNUTE, Mark, E.; WO2013/54185; (2013); A1;,
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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.155-10-2, name is 4-Amino-2-chloro-5-fluoropyrimidine, molecular formula is C4H3ClFN3, molecular weight is 147.5381, as common compound, the synthetic route is as follows.SDS of cas: 155-10-2

Step 3. l-(4-Amino-5-fluoro-pyrimidin-2-yl)-3-trifluoromethyl-lH-pyrazole-4-carboxylic acid (adamantan- 1 -ylmethy l)-amide; A solution of 3-trifluoromethyl-lH-pyrazole-4-carboxylic acid (adamantan- 1- ylmethyl)-amide (100 mg, 0.306 mmol), 2-chloro-5-fluoro-pyrimidin-4-ylamine (52 mg, 0.35 mmol) and Cs2CO3 (130 mg, 0.4 mmol) in NMP (1.0 mL) is heated in a microwave reactor at150 C for 1 h. The mixture is poured into H2O. The crude product is filtered out, dissolved in 10% MeOH in DCM, and dried over anhydrous Na2SO4. The title compound is purified byPTLC (eluted with 5% MeOH in DCM). 1H NMR (CD3OD): 8.96 (s, IH), 8.1 l(s, IH), 3.0 (s, 2H), 1.98 (m, 3H), 1.78-1.68 (m, 6H), 1.58 (s, 6H). MS (M+l) = 439.29; Rtau = 1.34 min.*IC50.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,155-10-2, 4-Amino-2-chloro-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; NEUROGEN CORPORATION; WO2009/12482; (2009); A2;,
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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. 83410-15-5, name is 4-Chloro-5-iodo-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 83410-15-5

Reference Example 54-Chloro-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine4-Chloro-5-iodo-6-methylpyrimidine and [4-(trifluoromethyl)phenyl]ethynylzinc bromide were reacted in a solvent mixture of tetrahydrofuran and N,N-dimethylformamide (1:1) in the presence of tetrakis(triphenylphosphine)palladium while stirring under room temperature to heating to obtain a target substance. The target substance was subjected to e.g., proton nuclear magnetic resonance spectrometry (1H-NMR) and mass spectrometry (MS) and confirmed as the titled compound. Furthermore, MS measurement result is shown.Mass spectrum: 297,299.

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, 83410-15-5, 4-Chloro-5-iodo-6-methylpyrimidine.

Reference:
Patent; Nishio, Tetsuya; US2011/319618; (2011); A1;,
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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. 89581-38-4, name is Methyl 5-bromopyrimidine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H5BrN2O2

An solution of NaBH4 (510 mg, 2.70 mmol) in H2O (10 mL) was introduced drop-wise to a solution of methyl 5-bromopyrimidine-2-carboxylate (3.05 g, 14.1 mmol) in THF (100 mL) at 0 C. The mixture was allowed to warm slowly to RT overnight. The majority of the THF was evaporated, and the resulting residue was diluted with EtOAc (200 mL). The organic fraction was washed with brine (200 mL), dried (MgSO4) and purified over silica, eluting with 0-60% EtOAc:n-heptane) to afford i (510 mg, 19%). MS: 189.0 & 191.0; 1:1 [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, 89581-38-4, Methyl 5-bromopyrimidine-2-carboxylate.

Reference:
Patent; Biota Europe Ltd.; Lunniss, Christopher James; Palmer, James T.; Pitt, Gary Robert William; Davies, David; Axford, Lorraine Claire; US2013/252938; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 761440-16-8, Adding some certain compound to certain chemical reactions, such as: 761440-16-8, name is 2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine,molecular formula is C13H13Cl2N3O2S, 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 761440-16-8.

Tert-butyl 4- (4-amino-5-isopropoxy-2-methylphenyl) piperidine-(0.300 g, 0.861 mmol),(0.298 g, 0.861 mmol), Pd [P (tBu) 3] 2 (0.044 g, 0.086 mmol) was added to a solution of 2,5-dichloro-N- (2- (isopropylsulfonyl) phenyl) pyrimidin-Mmol) and NaOtBu (0.083 g, 0.861 mmol) were mixed in toluene (5 mL), heated at 150 C for 20 minutes under microwave irradiation, and then cooled to room temperature to complete the reaction. The reaction mixture was poured into water and extracted with ethyl acetateAll. The organic layer was washed with a saturated aqueous sodium chloride solution, and water was removed with anhydrous magnesium sulfate, followed by filtration and concentration under reduced pressure. The concentrate was purified by column chromatography (SiO2, 12 g cartridge; ethyl acetate / hexane = 0% to 30%) And concentrated to give tert-butyl 4- (4- (5-chloro-4- (2- (isopropylsulfonyl) phenylamino) pyrimidin- -methylphenyl) piperidine-1-carboxylate (0.252 g, 44.5%) as a lemon solid solid.

According to the analysis of related databases, 761440-16-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; YOO, CHUNG-YEOL; JIN, SEOK-MIN; KIM, JU-YOUNG; (34 pag.)KR2016/147358; (2016); A;,
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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.5466-43-3, name is 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine, molecular formula is C7H6Cl2N2, molecular weight is 189.04, as common compound, the synthetic route is as follows.category: pyrimidines

Intermediate 14; 2-Chloro-iV-( 1 -methyl- lH-imidazol-4-yl)-6,7-dihvdro-5H-cvclopentardlpyrimidin-4-amineA mixture of 2,4-dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine (321 mg, 1.70 mmol),DIPEA (0.89mL, 5.1 mmol) and 1 -methyl- lH-imidazol-4-amine (prepared from Intermediate 1 as described in the synthesis of Intermediate 10, 200 mg, 2.04 mmol) in EtOH (15 mL) was heated overnight at 700C. LCMS analysis indicated that the reaction was complete. The title product (350 mg) was obtained after filtration and was used in a subsequent step without any further purification.1H NMR (300 MHz, DMSO-J6) delta ppm 9.72 (s, 1 H), 7.46 (d, J=I .32 Hz, 1 H), 7.30 (d, J=I .51 Hz, 1 H), 3.67 (s, 3 H), 2.76 (m, 4 H), 2.02 (dq, J=7.72, 7.54 Hz, 2 H). LCMS: 250.1 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5466-43-3, 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CHUAQUI, Claudio, Edmundo; HUANG, Shan; IOANNIDIS, Stephanos; SHI, Jie; SU, Mei; SU, Qibin; WO2010/38060; (2010); A1;,
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