Pyrimidines

Related Products of 26032-72-4 ,Some common heterocyclic compound, 26032-72-4, molecular formula is C10H6Cl2N2, 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 (i): Synthesis of (S)-2-(2-chloro-6-phenyl-pyrimidin-4-ylamino)-2-phenyl-ethanol To 2,4-dichloro-6-phenylpyrimidine (642 mg, 2.8 mmol), dissolved in 30 mL methanol, was added DIEA (0.41 mL, 3 mmol) and was stirred for 25 min at about 20-35 C. under a nitrogen atmosphere. To this mixture was added (S)-(+)-2-phenyl glycinol (411 mg, 3 mmol) and stirred for 22 h. An additional DIEA (0.41 mL, 3 mmol) was added, and the mixture was stirred for about 10-19 h. The mixture after concentrating by rotary evaporation and purification (Biotage Horizon HPFC system chromatography, SiO2, 35:65 EtOAc:hexane) gave the title compound as a white solid (367 mg, 39% yield).1H NMR (300 MHz, DMSO-d6): delta 8.43 (apt d, J=7.8 Hz, 1H), 7.92 (b s, 2H), 7.50-7.22 (m, 8H), 7.08 (s, 1H), 5.18 (b s, 1H), 5.03 (b s, 1H), 3.68 (b s, 2H).LC-MSD (ES+): m/z [326 (M+H)+, 100].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,26032-72-4, its application will become more common.

Reference:
Patent; Dr. Reddy’s Laboratories Ltd.; US2010/144722; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 126728-20-9 ,Some common heterocyclic compound, 126728-20-9, molecular formula is C7H3Cl2N3, 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.

2,4-Dichloropyrido[2,3-d]pyrimidine (170.0 mg, 0.85 mmol) and 2-(4-nitrophenyl)ethan-1-amine hydrochloride (172.0 mg, 0.85 mmol) were dissolved in iPrOH (8.5 mL), and Et3N (250.0 muL, 1.80 mmol) was added thereto at room temperature. The reaction mixture was stirred at 21C for 5 hours and distilled under reduced pressure. After addition of CH2Cl2and water, the residue was stirred. The obtained solid was filtered and dried to obtain the white solid compound, 2-chloro-N-(4-nitrophenethyl)pyrido[2,3-d]pyrimidin-4-amine (250.0 mg, 89%).[735][736]1H NMR (300 MHz, DMSO-d6) delta = 9.15 (t,J= 5.3 Hz, 1H), 8.97 (d,J= 2.7 Hz, 1H), 8.71 – 8.61 (m, 1H), 8.20 – 8.12 (m, 2H), 7.62 – 7.52 (m, 3H), 3.86 – 3.74 (m, 2H), 3.17 – 3.06 (m, 2H)[737]LC/MS ESI (+): 330 (M+1)

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. 126728-20-9, 2,4-Dichloropyrido[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; C&C RESEARCH LABORATORIES; PARK, Chan Hee; IM, Jun Hwan; LEE, Soon Ok; LEE, Sang Hwi; KO, Kwang Seok; KIM, Byung Ho; MOON, Hyung Jo; KIM, Jae Ill; PARK, Heon Kyu; HONG, Yeon Ju; (0 pag.)WO2019/231271; (2019); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 75833-38-4 , The common heterocyclic compound, 75833-38-4, name is 2-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, 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.

a) 2-Chloropyrimidine-4-carboxamide 338 g of 98% strength formic acid are introduced into a 1–1 round bottom flask fitted with magnetic stirring and containing 131.9 g (946 mmol) of 2-chloropyrimidine-4-carbonitrile, and a stream of gaseous hydrochloric acid is passed through slowly for 1 h 30 min. The mixture is allowed to stand overnight, the solid is isolated on sintered glass and is then purified by recrystallisation with filtration while hot, from a mixture of nitromethane and ethyl acetate. In this way, 107.03 g of grey solid are isolated as three crops, after drying under vacuum and with heating. Melting point: 152.5-154 C.

The synthetic route of 75833-38-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Synthelabo; US5164397; (1992); A;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 74-69-1, 2-Methyl-4-pyrimidinamine, 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, Application In Synthesis of 2-Methyl-4-pyrimidinamine, blongs to pyrimidines compound. Application In Synthesis of 2-Methyl-4-pyrimidinamine

Example 1; 3-Chloro-2-methyl-N-(2-methyl-pyrimidin-4-yl)-benzenesulfonamide; 2-Methyl-pyrimidin-4-ylamine (91 mg, Gabriel, Chem. Ber. 37, 1904, 3641) and 3-chloro-2-methyl-benzenesulfonyl chloride (179 mg) were dissolved in pyridine (5 mL) and the resulting mixture was allowed to stir at 50 to 60 C. for 48 hours. The mixture was then evaporated in vacuo and the residue was dissolved in ethyl acetate. The solution was washed with 1M CuSO4 solution twice, dried over Na2SO4, filterd and evaporated. The residue was purified by flash chromatography (CH2Cl2MeOH/NH3 90:10:0.5) to give the desired product 3-chloro-2-methyl-N-(2-methyl-pyrimidin-4-yl)-benzenesulfonamide as a yellow powder (22 mg). MS (ESI-): 297.1 ([M-H]-).

The synthetic route of 74-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amrien, Kurt; Hunziker, Daniel; Kuhn, Bernd; Mayweg, Alexander; Neidhart, Werner; US2005/288308; (2005); A1;,
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Electric Literature of 219599-99-2, Adding some certain compound to certain chemical reactions, such as: 219599-99-2, name is 2-(tert-Butyl)-4-(piperazin-1-yl)-6-(trifluoromethyl)pyrimidine,molecular formula is C13H19F3N4, 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 219599-99-2.

b) 1-(4-{4-[2-tert-Butyl-6-(trifluoromethyl)pyrimidin-4-yl]piperazin-1-yl}butyl)-3,4-dihydro-1H-1-benzazepine-2,5-dione 1-(4-Chlorobutyl)-3,4-dihydro-1H-1-benzazepine-2,5-dione (3.29 mmol, 1.75 g, 70%), 2-tert-butyl-4-piperazin-1-yl-6-(trifluoromethyl)pyrimidine (3.56 mmol, 1.03 g; preparation according to WO 99/02503) and triethylamine (13.17 mmol, 1.33 g) in dimethylformamide (100 ml) were stirred at 100 C. for 12 h. Afterward, ethyl acetate was added and the mixture was washed twice with water. The combined organic phases were dried over Na2SO4, filtered and concentrated under reduced pressure. The oily residue was purified by chromatography on silica gel (eluent: 95:5 v/v dichloromethane:methanol); yield 0.42 g. ESI-MS: 519.2, [M+H+]=518.2, 259.6; 1H NMR (500 MHz, CDCl3) delta (ppm): 7.57-7.52 (2H, m), 7.29 (1H, t), 7.25 (1H, d+CHCl3), 6.57 (1H, s), 3.92 (2H, s br.), 3.63 (4H, s br.), 3.01-2.95 (2H, m), 2.80 (2H, t), 2.41 (4H, t), 2.28 (2H, t), 1.53 (2H, quint.), 1.42 (2H, quint.), 1.34 (9H, s).

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. 219599-99-2, 2-(tert-Butyl)-4-(piperazin-1-yl)-6-(trifluoromethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lubisch, Wilfried; Haupt, Andreas; US2007/219182; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4270-27-3 , The common heterocyclic compound, 4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione, 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.

[Example 31] Preparation of 1-(4-chlorobenzyl)-3-(2-methoxycarbonyl-2-methylpropyl)-6-(6-trifluoromethyl-2-pyridylamino)pyrimidine-2,4(1H, 3H)-dion (I-108) To a mixture of 6-chlorouracil (5.00 g, 34.1 mmol) and DMF (100 mL) were added 60% sodium hydride (1.64 g, 40.9 mmol) and lithium bromide (2.96 g, 34.18 mmol), and the resulting mixture was stirred at room temperature for 1 hour. To the reaction mixture was added 4-chlorobenzylbromide (7.71 g, 37.5 mmol), and the resulting mixture was stirred for additional 21 hours. To the reaction mixture was added water (100 mL), and the precipitated solid was filtered off. The solid was purified by silica gel column chromatography (ethyl acetate/hexane) and precipitated by methanol/ethyl acetate/hexane to give 6-chloro-1-(4-chlorobenzyl)pyrimidine-2,4(1H, 3H)-dion (3.87 g, Yield: 42%) as colorless solid. 1H-NMR (delta ppm TMS/DMSO-d6): 5.14 (2H, s), 5.96 (1H, s), 7.31 (2H, d, J=8.0 Hz), 7.43 (2H, d, J=8.0 Hz), 11.76 (1H, s).

The synthetic route of 4270-27-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shionogi & Co., Ltd.; KAI, Hiroyuki; ENDOH, Takeshi; JIKIHARA, Sae; ASAHI, Kentaro; HORIGUCHI, Tohru; EP2604260; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10320-42-0, 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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine, molecular formula is C4H2ClN3O2, 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.

2-chloro-5-nitropyrimidine (1 g, 6.27 mmol) was mixed with ethylene glycol (8ml, 143 mmol) and DIEA (3.28 ml, 18.81 mmol) was added. The mixture was stirred at80 ¡ãC for 20 minutes and was then poured into 30 mL of ice water. 40 mL of EtOAc was added to the mixture followed by 20 mL of iN aq. HC1. EtOAc (30 mL x 3) was used to extracted aq. Layer. The combined organic layer was washed with brine, dried with sodium sulfate, filtered and concentrated to give Intermediate I-57A in quantitative yieldas a yellow oil. The product was brought forward without further purification. ?H NMR(400MHz, CHLOROFORM-d) oe 9.33 (s, 2H), 4.73-4.51 (m, 2H), 4.08-3.96 (m, 2H), 2.41 (br. s., 1H).

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 10320-42-0, 2-Chloro-5-nitropyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; HALPERN, Oz Scott; JIANG, Wen; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (545 pag.)WO2018/13776; (2018); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 5399-92-8, 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. 5399-92-8, name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H3ClN4, 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.

The starting material B-Cl(1a-n) (12.94 mmol) was weighed and dissolved in DMF (10 mL).DIEA (51.76mmol),1-Boc piperazine (15.53 mmol) was added to the reaction flask and reacted at 90 C for 4 h.The reaction was completely detected by TLC, and the reaction solution was poured into 10 times of ice water.A large amount of white solid was precipitated, filtered, and the cake was washed with water (20 ml ¡Á 3) and dried.Intermediate 2 was obtained. In the above preparation, la is 4-chloro-1H-pyrazolo[3,4-d]pyrimidine, which gives 2a as a white solid, yield 89%

According to the analysis of related databases, 5399-92-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong University; Zhao Guisen; Guo Kaiwen; Dong Junze; Yang Dezhi; Jing Yongkui; (25 pag.)CN108822110; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 21236-97-5, 6-Amino-3-methylpyrimidine-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: 21236-97-5, blongs to pyrimidines compound. Recommanded Product: 21236-97-5

Representative procedure for the synthesis of dihydropyrido[2,3-d]pyrimidines 4: N,N-Dimethyl-6-aminouracil 1a (0.310 g, 2 mmol benzaldehyde 2a (0.212 g, 2 mmol), 3-cyanoacetyl indole 3 (0.368 g, 2 mmol) were taken in a round bottom flask containing ethanol (10 mL). To this was added InCl3 (5 mol %) and the reaction mixture was refluxed for 6 h. After completion of the reaction (monitored by TLC), the reaction mixture was cooled and filtered. The solid product obtained was washed with water and ethanol, and finally recrystallized from ethanol. The structure of the compound was ascertained as 4a from the spectroscopic data and elemental analysis. Yield = 0.670 g (82%) Compound 4a: Similarly compounds 4b-q were synthesized and characterized.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,21236-97-5, 6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Article; Seetham Naidu; Borah, Pallabi; Bhuyan, Pulak J.; Tetrahedron Letters; vol. 53; 31; (2012); p. 4015 – 4017;,
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Pyrimidine – Wikipedia

Related Products of 10320-42-0, 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.10320-42-0, name is 2-Chloro-5-nitropyrimidine, molecular formula is C4H2ClN3O2, molecular weight is 159.5306, as common compound, the synthetic route is as follows.

Example 41Synthesis of N-(2-chloro-5-pyrimidinyl)-4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-6-(4-morpholinyl)-1,3,5-triazin-2-amineThe compound was synthesized according to Method A.A suspension of 3.5 g (63 mmol) of iron dust in 10 mL of 1.5% aq. AcOH and 35 mL of 65% EtOH was heated to 80 C., and 1.005 g (6.28 mmol) of 2-chloro-5-nitropyrimidine was added. The reaction mixture was then heated at 90 C. for 1 hr. After cooling to room temperature, the reaction mixture was neutralized with aq. NH3, filtered through celite, and concentrated in vacuo. The residue was extracted with EtOAc (¡Á4), and the organic layer was washed with brine, dried (Na2SO4), and concentrated. Chromatography on silica, eluting with hexanes/EtOAc (6:4), gave 0.49 g (60% yield) of 5-amino-2-chloropyrimidine as a yellow powder: 1H NMR (DMSO-d6) delta8.03 (s, 2H); LCMS (APCI+) m/z: 130 (MH+, 100%).A mixture of 0.28 g (0.71 mmol) of 1-[4-chloro-6-(4-morpholinyl)-1,3,5-triazin-2-yl]-2-(difluoromethyl)-4-methoxy-1H-benzimidazole, 0.076 g (0.56 mmol) of the above amine, 0.026 g (0.04 mmol) of BINAP, 0.01 g (0.04 mmol) of Pd(OAc)2, and 0.266 g (0.82 mmol) of Cs2CO3 in 1,4-dioxane (4 mL) was heated at 100 C. for 3 hrs under nitrogen. The mixture was cooled to room temperature, sat. NaHCO3 solution was added, and the resulting mixture was extracted with EtOAc (¡Á4). The organic layer was washed with brine, dried (Na2SO4), and concentrated. Chromatography on silica, eluting with CH2Cl2/EtOAc (6:1), gave 0.10 g (36% yield) of N-(2-chloro-5-pyrimidinyl)-4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-6-(4-morpholinyl)-1,3,5-triazin-2-amine, as a white powder: mp 295 C. (decomp.); 1H NMR (DMSO-d6) delta10.43 (s, 1H), 9.08 (s, 2H), 8.09-7.69 (m, 2H), 7.42 (t, J=8.0 Hz, 1H), 6.98 (d, J=7.6 Hz, 1H), 3.98 (s, 3H), 3.83 (s, 4H), 3.75-3.73 (m, 4H); Anal. Calcd. for C20H18ClF2N9O2: C, 49.0; H, 3.7; N, 25.7. Found: C, 49.2; H, 3.9; N, 25.45%.

Statistics shows that 10320-42-0 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-nitropyrimidine.

Reference:
Patent; Pathway Therapeutics Limited; US2011/9405; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia