Tag: M.W:100-200

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. 1074-41-5, name is 6-Amino-2-(methylthio)pyrimidin-4-ol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 6-Amino-2-(methylthio)pyrimidin-4-ol

General procedure: A mixture of equimolar amounts of 6-amino-2-(methylthio)pyrimidin-4(3H)-one (1) (1 mmol), ethylcyanoacetateor meldrum?s acid (2 or 5) (1 mmol) and aldehyde(3 or 6) (1 mmol) was added to a vial containinga magnetic stirring bar and [DMBSI]HSO4 (0.18 mmol,0.06g) and heated at 80 C in an oil bath. Stirring at 80C was continued until disappearance of the startingmaterials. At this stage, due to the poor solubility in theionic liquid, the product appears as a precipitate. Thereaction mixture was cooled and washed with water toextract the ionic liquid. The solid obtained was recrystallizedfrom ethanol to furnish the desired pure product.The ionic liquid was recovered from the aqueous extractsby evaporation under reduced pressure, and reusedin the next run.

The synthetic route of 1074-41-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nia, Roghayeh Hossein; Mamaghani, Manouchehr; Tabatabaeian, Khalil; Shirini, Farhad; Rassa, Mehdi; Acta Chimica Slovenica; vol. 60; 4; (2013); p. 889 – 895;,
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Electric Literature of 4994-86-9, 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. 4994-86-9, name is 4-Chloro-2-methylpyrimidine, molecular formula is C5H5ClN2, 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.

Under Ar(g), to a mixture of pyrazin-2-amine (1) (209mg, 2.2mmol), 4- chloro-2-methylpyrimidine (2) (257mg, 2.0mmol), Cs2C03 (1.30g, 4.0mmol) was added degassed dry 1 ,4-dioxane (13mL). The reaction mixture was then flushed with Ar(g) for 1 min before Pd2(dba)3 (92mg, 0.1 mmol) and Xantphos (127mg, 0.22mmol) were added. The reaction mixture was heated up to 90C for 40h. It was then cooled down to rt and concentrated in vacuo, CH2CI2 (15ml_) and H20 (15mL) were added. The organic phase was separated and the water layer was extracted with CH2CI2 (15ml_). The organic layers were combined and Pd- scavenger (MP-TMT, ~400mg, 1.3mmol/g) was added. This was shaken for several hours followed by filtration. The filtrate was concentrated in vacuo, dissolved in DMSO (4ml_) and purified by basic prep LCMS to yield (3) as a solid (184mg, 49%). (0590) LCMS (ES): Found 188.1 [M+Hf.

According to the analysis of related databases, 4994-86-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
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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. 6320-15-6, name is 4-Chloro-2,6-dimethoxypyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

Example 83Synthesis of 3-[6-{4-[2,6-dimethoxypyrimidin-4-yl]piperazin-l-yl}-5- phenyl-2-(trifluoromethyl)pyrimidin-4-yl]benzenesulfonamide.Step 1:Preparation of 2,4-dimethoxy-6-piperazin-l-ylpyrimidine.Piperazine (1.23g, 14.32mmol) was treated with 6-chloro-2,4- dimethoxy pyrimidine (0.5g, 2.86mmol) in acetonitrile (5mL) and stirred at room temperature for 6 hours. Subsequently the reaction mixture was poured onto ice-cold water (25mL) and extracted with ethyl acetate (25mL). The organic layer was washed with aqueous sodium bicarbonate solution and evaporated to furnish the required compound.

The synthetic route of 6320-15-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORCHID RESEARCH LABORATORIES LIMITED; WO2007/83182; (2007); A2;,
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Reference of 89466-39-7, 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.89466-39-7, name is 4-Chloro-6-methoxy-2-methylpyrimidine, molecular formula is C6H7ClN2O, molecular weight is 158.59, as common compound, the synthetic route is as follows.

General procedure: To a degassed solution of4,6-dichloropyrimidine (200 mg, 1.0 equiv) and arylboronic acid (1.0 equiv) in iPrOH (4 mL) in a 20 mLmicrowave vial was added an aqueous solution of 2M Na2CO3 (2.5 equiv) and Pd(PPh3)4 (5.0 mol%)under an argon atmosphere and the resulting heterogeneous solution was further degassed for 10 min. Thevial was sealed and placed in an oil bath at 83 oC and the reaction mixture was refluxed for 18 h, cooled,diluted with H2O (20 mL) and the whole was extracted with EtOAc (3 X 30 mL). The combined organicextract was washed with brine, dried (Na2SO4), and evaporated under reduced pressure give an oil whichwas purified by gradient column chromatography on silica gel using EtOAc/hexanes as eluent to affordcompounds 9a-j.

The chemical industry reduces the impact on the environment during synthesis 89466-39-7, I believe this compound will play a more active role in future production and life.

Reference:
Article; Gupta, Sahaj; Melanson, Jennifer A.; Selim Hossain; Vaillancourt, Louis; Tanoury, Gerald J.; Nugent, William A.; Snieckus, Victor; Heterocycles; vol. 96; 9; (2018); p. 1549 – 1569;,
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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. 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H2Cl2N4, 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. SDS of cas: 42754-96-1

4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine 1a (120 mg, 0.63 mmol), 4-methoxybenzylamine 1b (87.1 mg, 0.63 mmol) and triethylamine (64.13 mg, 0.63 mmol) were dissolved in 2 mL of tetrahydrofuran, and the reaction solution was stirred at room temperature for 1 hour. The reaction was stopped, and the reaction solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography with elution system A to obtain the title compound 1c (140 mg, yield: 76.1%). MS m/z (ESI): 290.2 [M+1]

With the rapid development of chemical substances, we look forward to future research findings about 42754-96-1.

Reference:
Patent; Jiangsu Hengrui Medicine Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; ZHANG, Guobao; SHU, Chunfeng; HU, Qiyue; HE, Feng; TAO, Weikang; (59 pag.)EP3546457; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 62802-42-0, 2-Chloro-5-fluoropyrimidine, 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, 62802-42-0, blongs to pyrimidines compound. COA of Formula: C4H2ClFN2

General procedure: Under nitrogen, a solution of sodium carbonate (4.24g, 40 mmol) in water (20 mL) was added to asolution of 2-chloro-5-fluoropyrimidine 4 (2.47 mL, 20 mmol) in toluene (60 mL), and the mixture washeated to 80 C. Bis(triphenylphosphine)palladium(II) chloride (701.9 mg, 1 mmol) was added, and asolution of 3-(hydroxymethyl)phenylboronic acid (3.34 g, 22 mmol) in ethanol (20 mL) wassubsequently added dropwise. The reaction mixture was stirred at 90 C for 12 hours. The reactionmixture was cooled to room temperature and filtered. The aqueous phase was extracted with AcOEt(100 mL x 3). The combined organic layer was washed with H2O (30 mL) and brine (20 mL), and thendried over anhydrous Na2SO4, filtered and evaporated in vacuo. The residue was purified by flashchromatography over silica gel (petroleum/EtOAc = 10:13:1) to give(3-(5-fluoropyrimidin-2-yl)phenyl)methanol 5 (68%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62802-42-0, its application will become more common.

Reference:
Article; Zhang, Niu-niu; An, Bai-jiao; Zhou, Yan; Li, Xing-shu; Yan, Ming; Molecules; vol. 24; 6; (2019);,
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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 54326-16-8, name is 5-Chloropyrimidin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 5-Chloropyrimidin-2(1H)-one

EXAMPLE 3 1(4-Chlorophenylsulfinyl)methyl-5-chloropyrimidin-2-one Potassium tert-butoxide (4 mmol) in DMF (10 ml) was added to a solution of 5-chloropyrimidin-2-one (4 mmol) in DMF (40 ml). The mixture was stirred at room temperature for 10 min before 1-bromomethyl-sulfinyl-4-chlorobenzene (see Preparation 5) (4 mmol) was added. The resultant mixture was stirred at 60 C. for 2 days, the solvent distilled off at reduced pressure, the residue triturated with water, the insoluble material dried and washed with a little chloroform before recrystallization from DMSO; the crystalline material was also washed with a little methanol and finally with water; yield 0.30 g (25%), m.p. 262 C. (Found: C43.63; H2.68. Calc. for C11 H8 Cl2 N2 O2S: C43.59; H2.67) 1 H NMR (DMSO-d6); delta 5.12 (CH2), 7.60 (Ph, b.s.), 8.19 and 8.62 (H-4, H-6, d, J 4 Hz). IR (KBr): 1660 (CO), 1060 cm–1 (SO). MS (70 eV; m/e (rel. int. %): 302 (0.5, M), 159 (6), 145 (33), 143 (100).

With the rapid development of chemical substances, we look forward to future research findings about 54326-16-8.

Reference:
Patent; Nyegaard & Co. A.S.; US4596870; (1986); A;,
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Pyrimidine – Wikipedia

Synthetic Route of 65996-50-1, 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.65996-50-1, name is 1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione, molecular formula is C6H5N3O2, molecular weight is 151.12, as common compound, the synthetic route is as follows.

5.1.1.2 2,4-Dichloropyrrolo[3,2-d]pyrimidine (1) To pyrrolo[3,2-d]pyrimidin-2,4-dione 5 (2.00 g, 13.2 mmol), 1 N NaOH (15 mL), and 0.60 g NaOH in 15 mL H2O was added and the mixture stirred at 40 C until a clear solution was obtained. The solution was cooled to room temperature (21-25 C) and then placed in an ice bath to obtain thick slurry. The slurry was then filtered to obtain a pale yellow solid. The solid was dissolved in 1 N NaOH (15 mL), and heated to 40 C to obtain a clear solution that upon cooling provided white crystals. The crystals were washed with MeOH (20 mL) and acetone (20 mL), and then dried under vacuum. The dry solids were taken in phenylphosphonic dichloride (10 mL) and heated to 170-175 C for 5 h during which the reaction mixture became a brown-black solution. After 5 h the hot reaction mixture was poured onto ice, extracted with EtOAc (200 mL) and the organic layer washed with satd NaHCO3 solution (3* 100 mL) till all effervescence subsided. The organic layer was then washed with brine and dried over MgSO4. The organic layer was concentrated in vacuo and loaded onto silica. The product was purified using column chromatography eluting with 9:1 then 3:1 hexanes/EtOAc to obtain 1 as an off-white solid (1.50 g, 7.9 mmol, 60%). Rf 0.5 in 3:1 hexanes/EtOAc. Mp 228.3-232.0 C. 1H NMR (400 MHz, DMSO-d6): delta 6.71 (d, 1H, J = 3.2 Hz), 8.09 (d, 1H, J = 2.8 Hz), 12.75 (s, 1H, NH). 13C NMR (100 MHz, DMSO-d6): delta 103.2, 124.3, 138.0, 143.5, 149.6, 153.9. ESI-MS m/z for C6H3Cl2N3 calculated [M+H]+ 187.9776, found 187.9777.

Statistics shows that 65996-50-1 is playing an increasingly important role. we look forward to future research findings about 1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione.

Reference:
Article; Temburnikar, Kartik W.; Ross, Christina R.; Wilson, Gerald M.; Balzarini, Jan; Cawrse, Brian M.; Seley-Radtke, Katherine L.; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4354 – 4363;,
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Adding a certain compound to certain chemical reactions, such as: 33581-98-5, 4-(Hydroxymethyl)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, Application In Synthesis of 4-(Hydroxymethyl)pyrimidine, blongs to pyrimidines compound. Application In Synthesis of 4-(Hydroxymethyl)pyrimidine

To a mixture of 5-[4-(trifluoromethoxy)phenyl]-3H-l,3-benzoxazol-2-one (100 mg, 0.34 mmol), pyrimidin-4-ylmethanol (111.9 mg, 1.02 mmol) and PPh3 (177.7 mg, 0.68 mmol) in THF (6 mL) was added the DIAD (136.99 mg, 0.68 mmol) at 0 C and the mixture was stirred under N2 at 20 C for 16 hours. The mixture was concentrated to dryness, diluted with H20 (10 mL), and the mixture was extracted with EtOAc (10 mL x 2). The combined organic phase was washed with brine (10 mL), dried over Na2SC>4, filtered and the filtrate was concentrated to give the crude product. The crude product was purified by flash chromatography on silica gel (EtOAc in PE = 0% to 30% to 40% to 55%) to give the product (62.94 mg, 160.4 muiotaetaomicron, 47% yield) as colorless oil. 1H NMR OMSO-d6 400MHz deltaH = 9.09 (s, 1H), 8.79 (d, 1H), 7.74 (d, 2H), 7.63 – 7.59 (m, 2H), 7.51 – 7.41 (m, 4H), 5.30 (s, 2H). LCMS Rt = 1.27 min in 2 min chromatography, MS ESI calcd. for C19H13F3N3O3 [M+H]+ 388.1, found 387.8.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33581-98-5, 4-(Hydroxymethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3177-24-0, 2,4-Dichloropyrimidine-5-carbonitrile, 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: 3177-24-0, blongs to pyrimidines compound. Recommanded Product: 3177-24-0

General procedure: DIPEA (0.86mmol) was added to the solution of 2,4-dichloropyrimidine-5-carnonitrile (0.57mmol) in DMF (0.5ml) and stirred at room temperature for 10min. A solution of aminobenzene reagent corresponding to desired product (0.57mmol) in DMF (0.5ml) was added dropwise to the reaction mixture and stirred for 1h. The resultant was evaporated under vacuum and extracted with EtOAc. The organic layer was collected, washed with brine, dried over MgSO4, filtered, and dried under reduced pressure. 4c was obtained from the reaction of 4b, whereby substitution at the 2-position occurred.

The synthetic route of 3177-24-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Phuangsawai, Oraphan; Beswick, Paul; Ratanabunyong, Siriluk; Tabtimmai, Lueacha; Suphakun, Praphasri; Obounchoey, Phongphat; Srisook, Pimonwan; Horata, Natharinee; Chuckowree, Irina; Hannongbua, Supa; Ward, Simon E.; Choowongkomon, Kiattawee; Gleeson, M. Paul; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 896 – 905;,
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