Tag: M.W:100-200

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.3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, molecular weight is 183.42, as common compound, the synthetic route is as follows.Quality Control of 2,4,6-Trichloropyrimidine

The 6-chloro-4-(2-difluoromethylbenzimidazol-l-yl)-2-morpholinopyrimidine used as a starting material was prepared as follows :-; Under an atmosphere of nitrogen, a solution of morpholine (13.06 ml) in methylene chloride (100 ml) was added dropwise over 15 minutes to a stirred mixture of 2,4,6-trichloropyrimidine (27.52 g), triethylamine (22.1 ml) and methylene chloride (200 ml) that was cooled to a temperature between 5C and 15C. The resultant mixture was allowed to warm to ambient temperature and was stirred for 2 hours. The mixture was washed with an aqueous brine solution. The organic solution was dried over magnesium sulphate and evaporated. The residue was purified by column chromatography on silica using increasing proportions of ethyl acetate added to a 1 : 1 mixture of isohexane and methylene chloride as eluent. There was thus obtained 4,6-dichloro-2-morpholinopyrimidine (6.82 g); NMR Spectrum: (DMSOd6) 3.64-3.71 (m, 8H), 6.97 (s, IH); Mass Spectrum: M+H+ 234.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3764-01-0, 2,4,6-Trichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BUTTERWORTH, Sam; GRIFFEN, Edward, Jolyon; HILL, George, Beresford; PASS, Martin; WO2008/32089; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 120747-84-4, 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.120747-84-4, name is 2-Aminopyrimidine-5-carbaldehyde, molecular formula is C5H5N3O, molecular weight is 123.11, as common compound, the synthetic route is as follows.

5G To a solution of compound 5F (0.41 g, 1.0 mmol) in CH2Cl2 (20 mL) was added a solution of compound 5G (0.31 g, 2.5 mmol, JP Patent 63227573, 1988), NaBH(OAc)3 (0.53 g, 2.5 mmol) and few drops of AcOH and the resulting reaction was allowed to stir for about 15 hours at 20 C. The reaction mixture was partitioned between 10% NaOH and CH2Cl2 and the organic layer was dried with Na2SO4 then concentrated in vacuo. The resulting residue was purified using flash chromatography (0-5% 7N NH3-CH3OH/CH2C12) to provide compound 5 (0.45g, 87%). MS: 516 (M+H).

The chemical industry reduces the impact on the environment during synthesis 120747-84-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SCHERING CORPORATION; WO2008/108958; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 54-20-6, 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.54-20-6, name is 5-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione, molecular formula is C5H3F3N2O2, molecular weight is 180.09, as common compound, the synthetic route is as follows.

EXAMPLE 7 2′-Deoxy-5-trifluoromethyl-4′-thiouridine Starting with 5-trifluoromethyluracil, this compound was prepared in a similar manner to that described in Example 5. 5-trifluoromethyluracil is commercially available. A sample of this compound of anomer ratio beta/alpha ca. 8:1 was obtained by trituration of the crude deprotected nucleoside mixture with acetone, filtration and evaporation. 1 H-200 MHz NMR DMSO-d6, delta:11.8 (br s, 1H, NH); 8.83 (s, 1H, beta-6-H); 6.2 (t, 1H, beta-1′-H); 5.2-5.4 (m, 2H, beta-3’+5′-OH); 4.25-4.4 (m, 1H, beta-3′-H); 3.5-3.8 ((m, 2H, beta5’H); 3.0-3.5 (m, 4’H obscured by solvent); 2.2-2.4 (m, 2H, beta-5′-H2); small signals indicative of the alpha-anomer content were also observed. Mass spectrum: observed m/z 312 for C10 H11 F3 N2 O4 S.

Statistics shows that 54-20-6 is playing an increasingly important role. we look forward to future research findings about 5-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; University of Birmingham; US5356882; (1994); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 2227-98-7, name is 4-Aminopyrrolo[3,2-d]pyrimidine, molecular formula is C6H6N4, 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. Product Details of 2227-98-7

[0077] (2S)-2-[({4-Amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)amino]heptan-l- ol (S.2). Compound S.l (0.358 g, 1.32 mmol) was dissolved in MeOH (4 mL) and aq. hydrochloric acid (36%, 1 mL) added. After 15 min the solvent was evaporated to a colourless solid that was dissolved in MeOH (10 mL), neutralized with Amberlyst A21 resin then passed through a short column of the same resin and eluted with MeOH. The fractions containing product were evaporated to an oily residue that was dissolved in tert-butanol (4 mL) then 9-deazaadenine (0.177 g, 1.32 mmol) and aq. formaldehyde solution (0.12 mL, 1.59 mmol) were added and the mixture stirred at 70 C for 16 h. Silica gel was added to absorb all the solvent then the solvent was evaporated and the residue chromatographed on silica gel (gradient of 5 – 15% 7M NH3/MeOH in CHC13) to give S.2 as a colourless solid (0.122 g, 33%). NMR (500 MHz, CD3OD): delta 8.16 (s, 1H), 7.47 (s, 1H), 3.64 (dd, J = 1 1.2, 4.5 Hz, 1H), 3.48 (dd, J = 11.2, 6.5 Hz, 1H), 2.68-2.64 (m, 1H), 1.52-1.38 (m, 2H), 1.32-1.17 (m, 6H), 0.86 (t, J = 7.1 Hz, 3H). 13C NMR (125.7 MHz, CD3OD, centre line delta 49.0): delta 152.1 (C), 150.8 (CH), 146.6 (C), 129.0 (CH), 1 15.4 (C), 1 14.8 (C), 64.4 (CH2), 59.2 (CH), 41.2 (CH2), 33.1 (CH2), 32.0 (CH2), 26.8 (CH2), 23.6 (CH2), 14.4 (CH3). ESI-HRMS calcd for Ci4H24N50+, (M+H)+, 278.1976, found 278.1974.

With the rapid development of chemical substances, we look forward to future research findings about 2227-98-7.

Reference:
Patent; ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY; SCHRAMM, Vern, L.; CLINCH, Keith; GULAB, Shivali, Ashwin; WO2015/123101; (2015); A1;,
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. 105806-13-1, name is 4,6-Dichloro-5-fluoro-2-methylpyrimidine. A new synthetic method of this compound is introduced below., Recommanded Product: 105806-13-1

Part I: (9aS)-8-(6-Chloro-5-fluoro-2-methyl-4-pyrimidinyl)octahydropyrazino[2,1 – c][1 ,4]oxazine To a mixture of (9aS)-octahydropyrazino[2,1 -c][1 ,4]oxazine dihydrochloride (23.28 g, 108.2 mmol) in DCM (360 mL) was added 4,6-dichloro-5-fluoro-2- methylpyrimidine (19.59 g, 108.2 mmol) and N,N-diisopropylethylamine (68 mL, 390.4 mmol). The mixture was stirred for 2 h, and the resulting solution was diluted with DCM (100 mL) and washed with saturated aq. NaHC03 (200 mL). The aqueous phase was extracted with a fresh portion of DCM (100 mL), and this organic phase was washed with saturated aq. NaHC03 (50 mL). The combined organic phase was dried over anhydrous Na2S04, filtered, and concentrated in vacuo to give (9aS)-8-(6-chloro-5- fluoro-2-methyl-4-pyrimidinyl)octahydropyrazino[2,1 -c][1 ,4]oxazine as a light yellow oil that was used without further purification. LCMS: (M+H)+: 287.1.

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, 105806-13-1, 4,6-Dichloro-5-fluoro-2-methylpyrimidine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO. 2) LIMITED; AUBART, Kelly, Marshall; GILLIAN, Jason, Michael; QIN, Donghui; MCKEOWN, Robert, Rahn; WILLIAMS, Glenn, R.; WO2013/82388; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4869-46-9, 1,3-Dimethyluracil-5-carboxaldehyde, 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: C7H8N2O3, blongs to pyrimidines compound. Formula: C7H8N2O3

General procedure: A solution of sodium acetate trihydrate (0.41 g, 3 mmol) and NH2OH*HCl (0.37 g, 2.25 mmola) in H2O (3 mL) was added to a suspension of uracil 3 (0.34 g, 2 mmol) in EtOH (5 mL) while stirring at room temperature. After a few minutes a white solid started to precipitate and the stirring was continued for 24 h. A progress of the reaction was monitored by TLC (EtOAc : n-hexane, 2:1). The solid consisting of a mixture of two isomeric oximes was isolated in yield of 93% (0.34 g). The E/Z isomers were separated on silica gel column using MeOH : CHCl3 (5 :95, v/v) as an eluent. When the time of synthesis was extended to 48 h Z-isomer was obtained exclusively.

The synthetic route of 4869-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jakubiec, Dominika; Przypis, ?ukasz; Suwi?ski, Jerzy W.; Walczak, Krzysztof Z.; Arkivoc; vol. 2017; 2; (2016); p. 149 – 161;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 696-45-7, 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 696-45-7, name is 4-Amino-6-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step A: 4-Isothiocyanato-6-methoxypyrimidine To a bright orange solution of 1,1′-thiocarbonyldipyridin-2(1H)-one (1.86 g, 7.99 mmol) in dichloromethane at room temperature was added 6-methoxypyrimidin-4-amine (1 g, 8 mmol). The orange solution was stirred at room temperature for 18 hours. The LC/MS showed the desired product as one of the major peaks. The deep orange solution was concentrated and the remaining residue was filtered. The filtrate was purified by silica gel chromatography (10-50percent ethyl acetate/hexanes) to afford 4-isothiocyanato-6-methoxypyrimidine (0.72 g, 4.3 mmol, 54percent yield) as a yellow oil. 1H NMR (400 MHz, DMSO-d6) delta ppm 8.49 (1H, d, J=5.79 Hz), 6.95 (1H, d, J=5.79 Hz), 3.92 (3H, s). MS (LC/MS) R.T.=3.15; [M+H]+=168.1.

According to the analysis of related databases, 696-45-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US2009/270405; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5399-92-8, 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 5399-92-8, name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Preparation of 1H-Pyrazolo[3,4-d]pyrimidine: 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine Pd(OH)2 and are combined in methanol in a reaction vessel. The reaction vessel is evacuated and backfilled with hydrogen gas and the resultant mixture is stirred at rt for several hours. The resultant mixture is filtered and concentrated in vacuo to provide the dehalogenated product, which was used without further purification.

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 5399-92-8, 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; ChemoCentryx, Inc.; US2007/10523; (2007); 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.1820-81-1, name is 5-Chlorouracil, molecular formula is C4H3ClN2O2, molecular weight is 146.53, as common compound, the synthetic route is as follows.Computed Properties of C4H3ClN2O2

Method 3 2,4,5-Trichloropyrimidine 5-Chlorouracil (10.0 g, 68.5 mmol) was dissolved in phosphorus oxychloride (60 ml) and phosphorus pentachloride (16.0 g, 77.0 mmol) was added. The mixture was heated under reflux for 16 hours, left to cool and then poured slowly into water (200 ml) with vigorous stirring. The mixture was stiffed for 1.5 hours and then ethyl acetate (250 ml) was added. The organic layer was separated and the aqueous layer was extracted with a further portion of ethyl acetate (250 ml). The combined extracts were washed with saturated sodium bicarbonate (200 ml) and saturated sodium chloride solution (200 ml), and then dried. Volatile material was removed by evaporation and the residue was purified by column chromatography, eluding with DCM, to give the product as a yellow liquid (6.37 g, 51%). NMR (CDCl3): 8.62 (s, 1H); MS (MH+): 182, 184, 186.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1820-81-1, 5-Chlorouracil, and friends who are interested can also refer to it.

Reference:
Patent; Pease, Elizabeth Janet; Breault, Gloria Anne; Williams, Emma Jane; Bradbury, Robert Hugh; Morris, Jeffrey James; US2003/149266; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 155-10-2 , The common heterocyclic compound, 155-10-2, name is 4-Amino-2-chloro-5-fluoropyrimidine, molecular formula is C4H3ClFN3, 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.

To a stirred solution of 4-AMINO-2-CHLORO-5-FLUOROPYRIMIDINE (4.22 g, 28. 6 mmol) in anhydrous THF (60 ml) and anhydrous pyridine (8 ml) under nitrogen was added dropwise over 5 min a solution of DI-TERT-BUTYL dicarbonate (15.60 g, 71. 5 mmol) in THF (10 + 2 ml). The solution was stirred at room temperature under nitrogen for 22.25 h. More DI-TERKBUTYL dicarbonate (3.12 g, 14.3 mmol) in THF (2 + 1 ml) was added and the solution was stirred for a further 3 days. The solvent was removed in vacuo and the residue was purified by flash chromatography, eluting with 15% ETOAC/ISOHEXANE, to leave 14.77 g of a 1: 0. 88 mixture OF DI-TE+BUTYL 2-CHLORO-5-FLUOROPYRIMIDIN-4-YLIMIDODICARBONATE and DI-TE+BUTYL dicarbonate as a white solid.

The synthetic route of 155-10-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2004/65388; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia