Category: pyrimidines

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. 55583-59-0, name is 2,5-Diamino-4,6-dichloropyrimidine, the common compound, a new synthetic route is introduced below. Quality Control of 2,5-Diamino-4,6-dichloropyrimidine

Amino derivative 30 (1.05 g, 5.24 mmol), 2,5-diamino-4,6-dichloropyrimidine 17 (1.03 g, 5.76 mmol), and triethylamine (3.1 ml, 22.53 mmol) were suspended in n-butanol (55 ml) and heated to 140 C in a pressure vessel over 48 h. After the reaction was completed, the solvent was evaporated and the residue chromatographed on a silica gel using a linear gradient of ethyl acetate in toluene. The product was obtained in a 56% yield (1.00 g, 2.92 mmol) as a dark orange foam.numax (KBr) 3493 (s), 3405 (s), 3213 (m), 2975 (m), 2934 (m), 2858 (w), 1688 (s), 1617 (s), 1571 (vs), 1502 (m), 1467 (s), 1430 (s), 1442 (s), 1392 (m), 1366 (m), 1308 (w), 1265 (m), 1242 (m), 1174 (m), 1153 (s), 860 (w), 773 (w); deltaH (DMSO, 499.8 MHz, 80 C) 6.06 (1H, br d, JNH-3 7.4 Hz, NH), 3.92 (1H, m, H-3), 5.35 (2H, br s, NH2), 3.82 (1H, m, H-2eq), 3.77 (2H, br s, NH2), 3.63 (1H, m, H-6eq), 2.94-3.01 (2H, m, H-2ax, H-6ax), 1.94 (1H, m, H-4eq), 1.75 (1H, m, H-5eq), 1.51 (1H, m, H-4ax), 1.42 (1H, m, H-5ax), 1.38 (9H, s, (CH3)3); deltaC (DMSO, 125.7 MHz, 80 C) 78.4 (C(CH3)3), 47.7 (C-2), 46.2 (C-3), 43.2 (C-6), 29.6 (C-4), 27.8 (C(CH3)3), 22.9 (C-5); HRMS (ESI) C14H24O2N6Cl (M+H)+ calcd 343.1644, found 343.1645.

The synthetic route of 55583-59-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kova?kova, So?a; Dra?insky, Martin; Rejman, Dominik; Tetrahedron; vol. 67; 7; (2011); p. 1485 – 1500;,
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Adding a certain compound to certain chemical reactions, such as: 35808-68-5, 4-Chloro-6-methyl-7H-pyrrolo[2,3-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, 35808-68-5, blongs to pyrimidines compound. Application In Synthesis of 4-Chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine

Step 4. To the solution of 4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine (1.0 g, 5.97 mmol,1.0 eq) and (S)-tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate (1.32 g, 6.57 mmol,1.1 eq) and PPh3 (3.03 g, 11.94 mmol, 2.0 eq) in THF (50 mL), DIEA (2.08 g, 11.94 mmol,2.0 eq) was added at 00 C. The resulted mixture was stirred and warmed to RT for 12 h.Solvent was removed and purified by column chromatography (eluting with 10 % EtOAc in PE) to afford (S)-tert-butyl 2-((4-chloro-6-methyl-7H-pyrrolo [2,3-d]pyrimidin-7-yl)methyl)pyrrolidine-1-carboxylate as a white solid (2.08 g, 100 % in yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,35808-68-5, its application will become more common.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; BABLER, Martin; GERRITSEN, Mary E.; WO2014/22569; (2014); A1;,
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Synthetic Route of 63200-54-4 ,Some common heterocyclic compound, 63200-54-4, molecular formula is C6H3Cl2N3, 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: 2,4-dichloro-1H-pyrrolo[3,2-d]pyridine (5) was dissolved in a solution of 1:1 THF:DMF underN2. Sodium hydride (60% suspension in oil) was added directly, and the mixture was stirredat room temperature for 1 h. Appropriate halogenated reagent (methanesulfonyl chloride (6),2-nitrobenzenesulfonyl chloride (7), 2,4,6-Triisopropylbenzenesulfonyl chloride (8), benzyl bromide(9), 2,4-dichlorobenzyl bromide (10), 4-methoxybenzyl chloride (11), acetyl chloride (12), isobutyrylchloride (13), diphenylcarbamyl chloride (14), iodoethane (15)) was added and the mixture was stirredat r.t. for 18 h. The solvent was removed and residue dissolved in EtOAc and washed with waterand brine, then dried over MgSO4. Organics were loaded onto Celite and product purified usingsilica column chromatography eluting with 4:1 hexanes:EtOAc or 9:1 DCM:MeOH to obtain product,generally as a white to o-white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63200-54-4, its application will become more common.

Reference:
Article; Cawrse, Brian M.; Robinson, Nia’mani M.; Lee, Nina C.; Wilson, Gerald M.; Seley-Radtke, Katherine L.; Molecules; vol. 24; 14; (2019);,
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Adding a certain compound to certain chemical reactions, such as: 139756-22-2, 4-Ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)benzene-1-sulfonyl chloride, 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, Formula: C17H19ClN4O4S, blongs to pyrimidines compound. Formula: C17H19ClN4O4S

Using the procedure described in Example 1, the reaction solvent and proton scavenger were varied.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,139756-22-2, 4-Ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)benzene-1-sulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2005/67936; (2005); A2;,
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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. 60025-09-4, name is 4-Amino-6-chloropyrimidine-5-carbonitrile, the common compound, a new synthetic route is introduced below. COA of Formula: C5H3ClN4

Step 8-14 4-amino-6-(l -(8-methyl- 1 -oxo-2 -phenyl- 1 ,2-dihydropyrrolo[ 1 ,2-a]pyrazin- 3 -yl)ethylamino)pyrimidine-5 -carbonitrile (90) A mixture of 8m (40 mg, 0.15 mmol), 4-amino-6-chloropyrimidine-5-carbonitrile (28 mg, 0.18 mmol) and triethylamine (30 mg, 0.3 mmol) in n-BuOH (1 mL) was reacted under N2 at reflux for 16 hours. The precipitate was collected by filtration, washed with cold n-BuOH and dried to afford Compound 90 as a white solid (38.2 mg, yield: 55%). MS (m/z): 386 (M+H)+. 1H NMR (400 MHz, DMSO-d6) delta: 7.72 (s, 1H), 7.43 (d, / = 7.2 Hz, 1H), 7.41-7.31 (m, 3H), 7.29-7.19 (m, 4H), 7.10 (s, 2H), 6.37 (s, 1H), 4.77-4.69 (m, 1H), 2.38 (s, 3H), 1.26 (d, / = 6.7 Hz, 3H).

The synthetic route of 60025-09-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DAI, Guangxiu; XIAO, Kun; JIA, Hong; VENABLE, Jennifer Diane; BEMBENEK, Scott Damian; WO2014/15675; (2014); A1;,
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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. 156-81-0, name is Pyrimidine-2,4-diamine. A new synthetic method of this compound is introduced below., Application In Synthesis of Pyrimidine-2,4-diamine

Reference Example 18 4-Amino-2-(t-butoxycarbonylamino)pyrimidine A 5.52 g portion of 2,4-diaminopyrimidine was added to 150 ml of t-butanol and dissolved by heating to about 60 C., and the solution was cooled to room temperature, mixed with 12.38 g of DIBOC and then stirred at room temperature for about 3 days.. The reaction mixture was evaporated under reduced pressure and the thus formed crude product was purified by a silica gel column chromatography to obtain 7.02 g of the title compound from chloroform-methanol-28% aqueous ammonia (200:9:1, v/v/v) elude as white crystals.

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, 156-81-0, Pyrimidine-2,4-diamine.

Reference:
Patent; Yamanouchi Pharmaceutical Co. Ltd.; US6673799; (2004); B1;,
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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. 160199-05-3, name is 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine, the common compound, a new synthetic route is introduced below. Formula: C10H4Cl2N2S

4,4,5,5-tetramethyl-2- (naphthalen-2-yl) – (4-methylphenyl) pyridine was added to the starting material 2,4-dichlorobenzo [4,5] thieno [3,2- 1,3,2-dioxaborolane (35 g, 138 mmol), Pd (PPh3) 4 (5.80 g, 5.02 mmol), K2CO3 (52 g, 376.41 mmol), THF (440 ml)The temperature of the reaction was raised to 80 DEG C and stirred for 6 hours. After the completion of the reaction, water was removed from the reaction mixture, and the mixture was filtered under reduced pressure, dried over MgSO 4 and concentrated. The resulting compound was purified by silicagel column and recrystallized19.58 g of the product (yield: 45%) was obtained.

The synthetic route of 160199-05-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Duksan Neolux Co.,Ltd.; Samsung Display Co., Ltd.; Yoon Jin-ho; Cho Hye-min; Park Mu-jin; Lee Jeong-uk; Lee Seon-hui; Kim Tae-gyeong; Lee Yun-gyu; Lee Jeong-seop; (41 pag.)KR2018/133276; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 815610-16-3, 2-Amino-4-iodopyrimidine, 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, Product Details of 815610-16-3, blongs to pyrimidines compound. Product Details of 815610-16-3

To a solution of 4-iodopyrimidin-2-amine (400 mg, 1.8 MMOL) in THF (10 mL) was added Pd (PPh3) 2CI2 (63 mg, 0.09 MMOL), Cul (34 mg, 0.18 mmol), TMS-acetylene (510 muL, 3.6 MMOL), and TEA (750 SLL, 5.4 MMOL). The mixture was heated to 50C for 1 hr. The solvent was removed in vacuo. THF (8 mL) and MeOH (1 mL) was added to the crude material followed by KF (313 mg, 5.4 MMOL). The material was concentrated and used crude in subsequent reactions

At the same time, in my other blogs, there are other synthetic methods of this type of compound,815610-16-3, 2-Amino-4-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/16914; (2005); A1;,
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Electric Literature of 874-14-6, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 874-14-6 as follows.

General procedure: Uracil1 (1 mmol), the arylboronic acid 2 (3 mmol), Pd(OAc)2 (10molpercent) and 1,10-phenanthroline (15 molpercent) were combined in dry DMF (10 ml) under O2 atmosphereand stirred for 5 min (Note: DMF wasdried over calcium hydride). The reaction mixture was stirred at 90oC and monitored by TLC using EtOAc-petroleum ether as the mobilephase. After completion, the reaction mixture was cooled, and water (10 ml) wasadded. The resulting solution was then extracted with EtOAc (3 QUOTE &13;&10;&13;&10;12?”> &13;&10;&13;&10;12?”> 20 ml). TheEtOAc extract was washed with water (5 QUOTE &13;&10;&13;&10;12?”> &13;&10;&13;&10;12?”> 10 ml) and thenbrine (10 ml). The organic layer was dried with Na2SO4.Evaporation of EtOAc furnished the crude product, which was purified by flash chromatography onsilica gel (EtOAc-Petroleum ether).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,874-14-6, its application will become more common.

Reference:
Article; Mondal, Biplab; Hazra, Somjit; Roy; Tetrahedron Letters; vol. 55; 5; (2015); p. 1077 – 1081;,
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Reference of 33034-67-2, 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.33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, molecular weight is 182.531, as common compound, the synthetic route is as follows.

To a mixture was sodium hydride (9 mg, 60percent dispersion) in 5 ml of dimethylformamide was added 4-(5-cyano-7-isopropyl-l,3-benzoxazol-2-yl)-N-[(5-methyl-2-oxo-l,3-oxazolidin-5- yl)methyl]benzamide (31 mg, EXAMPLE 65) followed by 2-chloro-4-trifluoromethylpyrimidine (14 mg). The mixture was stirred at 700C for 1 h. Excess sodium hydride was quenched by addition of 1 ml of methanol. The sample was then purified via mass-directed HPLC on a Kromasil Cl 8 column eluting with a gradient of 10percent acetonitrile in water (0.01percent TFA) to 60percent acetonitrile in water (0.01percent TFA) providing the title compound (25 mg, 59percent).

Statistics shows that 33034-67-2 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-4-(trifluoromethyl)pyrimidine.

Reference:
Patent; MERCK & CO., INC.; WO2008/156718; (2008); A1;,
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