Pyrimidines

Related Products of 1119280-68-0, 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. 1119280-68-0, name is 2-Chlorothieno[3,2-d]pyrimidine, molecular formula is C6H3ClN2S, 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 intermediate 8 (1 equiv) and N-iodosuccinimide (3 equiv)were mixed in acetic acid and heated at 80 C for 24 h. The reactionwas then partitioned between water and EtOAc, and the aqueouslayer was extracted twice with EtOAc. The combined organic fractionswere washed with saline, dried over anhydrous Na2SO4, andfiltered. The filtrate was concentrated and purified using chromatographyto yield the intermediate 9.1H NMR (600 MHz, DMSO-d6)d 9.49 (s, 1H), 8.85 (s, 1H). MS (ESI) m/z(%): 296.5 [MH].

According to the analysis of related databases, 1119280-68-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Yixuan; Cheng, Maosheng; Hao, Chenzhou; Wang, Ruifeng; Wu, Tianxiao; Yang, Bowen; Yu, Sijia; Zhao, Dongmei; Zhao, Xiangxin; European Journal of Medicinal Chemistry; vol. 188; (2020);,
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Synthetic Route of 56621-89-7, 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.56621-89-7, name is 5-Amino-2-methoxypyrimidine, molecular formula is C5H7N3O, molecular weight is 125.1286, as common compound, the synthetic route is as follows.

A solution of 2- methoxypyrimidin-5-amine (100 mg, 0.8 mmol) and activated molecular sieves 3A (60 mg) in DCE (2.0 mL) was treated with paraformaldehyde (144 mg, 4.8 mmol) and sodium triacetoxyborohydride (509 mg, 2.4 mmol). The resulting mixture was allowed to stir at room temperature for 18h, then filtered over a glass filter and the resulting crude mixture was washed few timeswith DCM. Removal of the solvent gave a crude product which was subjected to flash chromatography on neutral alumina gel Al2O3, pH = 7) eluting with DCM as solvent To give the compound as white solid in 31% yield: 1H NMR (400 MHz, DMSO-d6) delta 7.94 (s, 2H), 5.57 – 5.44 (m, 1H), 3.78 (s, 3H), 2.67 (d, J = 5.3 Hz, 3H).

Statistics shows that 56621-89-7 is playing an increasingly important role. we look forward to future research findings about 5-Amino-2-methoxypyrimidine.

Reference:
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; ISTITUTO GIANNINA GASLINI; FONDAZIONE PER LA RICERCA SULLA FIBROSI CISTICA – ONLUS; BANDIERA, Tiziano; BERTOZZI, Fabio; DI FRUSCIA, Paolo; SORANA, Federico; BERTI, Francesco; RODRIGUEZ GIMENO, Alejandra; CACI, Emanuela; FERRERA, Loretta; PEDEMONTE, Nicoletta; VICENTE GALIETTA, Luis Juan; (281 pag.)WO2018/167690; (2018); A1;,
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Electric Literature of 17119-73-2, 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. 17119-73-2, name is 4-Chloro-6-methyl-2-(methylthio)pyrimidine, molecular formula is C6H7ClN2S, 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.

Reference Synthesis Example 3 Synthesis of 4-chloro-6-methyl-2-(methylsulfonyl)pyrimidine (Compound III-7) 4-Chloro-6-methyl-2-(methylthio)pyrimidine (Compound IV-7) (2.0 g, 0.0114 mol) was dissolved in chloroform, m-chloroperbenzoic acid (5.64 g, (purity ca. 70%), 0.0114*2.0 mol) was added thereto and the solution was stirred for about 2 hours at room temperature. The reaction solution was partitioned between chloroform and saturated aqueous sodium hydrogen carbonate to separate an organic phase, which was then washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, concentrated, and thereafter, purified on silica gel column to obtain the compound (III-7). Yield: 2.25 g (95%). m.p. 67 to 70 C. 1 H-NMR (60 MHz, CDCl3, delta): 2.63(3H,s), 3.30(3H,s), 7.38 (1H,s).

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 17119-73-2, 4-Chloro-6-methyl-2-(methylthio)pyrimidine.

Reference:
Patent; Kureha Kagaku Kogyo Kabushiki Kaisha; US5599770; (1997); A;,
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Synthetic Route of 22536-61-4, 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 22536-61-4 as follows.

A 3 L 3-necked round bottom flask was fitted with a reflux condenser, a temperature controller and a septum and was charged with 2-chloro-5-methylpyrimidine (81 mL, 778 mmol), potassium vinyltrifluoroborate (156g, 1167 mmol), triphenylphosphine (18.02 mL, 78 mmol), cesium carbonate (156 mL, 1945 mmol) and a large stir bar. Water (1565 mL) was addedand the mixture was stirred for several mm and then THF (244 mL) was added. Argon was bubbled through the mixture for 5 mm and then palladium (II) chloride (1.72 g, 38.9 mmol) was added. The reaction was further sparged with argon for 5 mins. The temperature was raised to 62 °C and stirring was continued to completion. The reaction was then cooled to RT and filtered through two Whatman GF/F filter cups, rinsing with ether. The mixture was transferred to a separatory funnel, and the layers were separated. The aqueous layer was further extracted with diethyl ether (4 x 200 mL). The organic layers were combined and dried over anhydrous MgSO4 and then filtered. The mixture was partially concentrated on the rotory evaporator at 20 °C and 115 torr for an extended period of time to give an orange liquid. The material was further purified by Kugelrohr distillation to isolate the title compound (65.4g, 70percent) as a light yellow oil. 1H NMR (400 MHz, CDC13) oe 2.31 (s, 3H), 5.68 (d,J10.56 Hz, 1H), 6.55 (d,J17.22 Hz, 1H), 6.86 (dd,J17.41, 10.56 Hz, 1H), 8.54 (s, 2H). LCMS-ESI (pos.)m/z:121.1 (M+H)t

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22536-61-4, its application will become more common.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; DRANSFIELD, Paul John; HARVEY, James S.; HEATH, Julie Anne; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; RAMSDEN, Philip Dean; (434 pag.)WO2018/93577; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 939986-65-9, 6-Chloropyrimidine-4-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: 939986-65-9, blongs to pyrimidines compound. Recommanded Product: 939986-65-9

A mixture of compound 4 (50 mg, 0.186 mmol), 6-chloropyrimidine-4-carbonitrile (34 mg, 0.242 mmol), K2C03 (52 mg, 0.373 mmol) and DMF (1 mL), was stirred at RT for 5 h. Additional K2C03 (26 mg, 0.188 mmol) was added and the mixture stirred for a further 2.5 h. The reaction mixture was partitioned between water (10 mL), brine (5 mL), aq 2M HC1 (5 mL), and EtOAc (10 mL). The organic layer was separated, dried over MgSO4, filtered, and the filtrate concentrated under reduced pressure. The residue was purified (silica gel; eluting with 0-35% EtOAc in hexanes), to afford compound 5 (69 mg, 100%) as a white solid. ?H NIVIR (300 MHz, DMSO-d6): 8.84 (m, 1H), 7.95 – 7.99 (m, 2H), 7.37 – 7.46 (m, 2H), 7.09 (m, 1H), 6.86 (m, 1H), 6.75 (m, 1H), 6.02 (m, 1H), 5.37 (s, 2H), 3.78 (s, 3H), 2.35 (s, 3H); LCMS Mass: 372.0 (M+1).

The synthetic route of 939986-65-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
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Application of 51421-99-9, 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.51421-99-9, name is 4-Chloro-2-methoxypyrimidine, molecular formula is C5H5ClN2O, molecular weight is 144.559, as common compound, the synthetic route is as follows.

To a stirred solution of 4-chloro-2-methoxypyrimidine (5.7 g, 39.4 mmol) in EtOH (100 mL)under Ar was added hydrazine hydrate (3.83 mL, 79 mmol) and the reaction mixture washeated up and stirred at 85C for 1 hr. Volatiles were removed under reduced pressure and the resulting crude material was purified by silica gel column chromatography (CH2CI2/MeOH/1- 5%/NH3 1%) to afford the title product (4.40 g, 31.4 mmol, 80% yield) as white solid. ESl-MS:141 [M+H] (LC-MS 2); R = 0.47 (CH2CI2/MeOH 9:1).

The chemical industry reduces the impact on the environment during synthesis 51421-99-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVARTIS AG; BLANK, Jutta; BORDAS, Vincent; COTESTA, Simona; GUAGNANO, Vito; RUEEGER, Heinrich; VAUPEL, Andrea; WO2014/191896; (2014); A1;,
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Application of 1192711-37-7, 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 1192711-37-7 as follows.

Carboxylic acid 1.6 (3.15g, 15 mmol) was dissolved in N ,N- dimethylformamide (70 mL) and treated with HOBt (3.13g, 23 mmol) and EDC (4.4g, 23 mmol). After stirring ca. 25 min ammonia (0.5 M in 1,4-dioxane, 72 mL, 36 mmol) was added and the reaction stirred overnight. The following morning the reaction was diluted with water to a total volume of 500 mL and the desired product collected by filtration affording 3.62g (74%) of a light-beige solid. 1H NMR (DMSO-d6, 400 MHz): delta 9.30 (d, IH), 8.54 (s, IH), 8.15 (d, IH), 8.09 (s, IH), 7.74 (d, IH), 7.64 (m, 2H), 7.51 (t, IH), 3.77 (m, IH), 1.79 (m, 2H), 1.74 (m, 2H), 1.53 (m, IH), 1.41 (m, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1192711-37-7, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; WO2009/131687; (2009); A2;,
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Application of 108381-28-8 ,Some common heterocyclic compound, 108381-28-8, molecular formula is C11H9ClN2O, 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.

First Step 2.6 g of 2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenol and 1.7 g of 4-benzyloxy-2-chloropyrimidine were dissolved in 20 ml of N,N-dimethylformamide, to this solution was added 1.07 g of potassium carbonate, and the mixture was stirred for 2 hours at 80 C. The reaction solution was cooled to room temperature, then, this reaction solution was poured into ice water, and extracted with ethyl acetate. The organic layer was washed with 10% aqueous sodium hydroxide solution, dried over anhydrous magnesium sulfate, and concentrated to obtain 1.6 g of 4-benzyloxy-2-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}pyrimidine.

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. 108381-28-8, 4-(Benzyloxy)-2-chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sumitomo Chemical Company, Limited; US6537948; (2003); B1;,
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Reference of 18740-38-0, 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 18740-38-0 as follows.

EXAMPLE 402,4-Dichlorothieno[2,3-d]pyrimidine; The dione of Example 39 (2.6 g) was placed into a pressure vessel with phosphorus oxychloride (15 mL). The mixture was heated at 200 0C for 2.3 hours and then cooled to room temperature and concentrated under reduced pressure. Residual phosphorus oxychloride was azeotroped . twice with toluene (30 mL) under reduced pressure. The residue was partitioned between saturated aqueous sodium bicarbonate and dichloromethane. The resulting layers were separated and the organic layer was filtered through anhydrous magnesium sulfate and concentrated to dryness under reduced pressure to give 1.06 g of the title compound: MS (ESI+) for C6H2N2CI2S m/z205.0 (M+H)+. 1H NMR (400 MHz, CDCI3) delta 7.42 (d,1 H), 7.61 (d,1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18740-38-0, its application will become more common.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY LLC; WO2006/79916; (2006); 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. 111196-81-7, name is 2-Chloro-5-ethylpyrimidine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Chloro-5-ethylpyrimidine

3-Hydroxypropylamine (5.62 mL, 73.5 mmol, 1.2 equiv. ) was dissolved in 250 mL of TMOF/MEOH (1: 5) (TMOF = TRIMETHYL ORTHOFORMATE) and then 2,4- bis (trifluoromethyl) benzaldehyde (14.83g, 61.2 mmol, 1.0 equiv. ) was added to this solution at room temperature with stirring. The resulting solution was stirred at rt for 6 hours and then cooled to 0C. NaBH4 was added to the cooled reaction solution in portions with vigorous stirring. After TLC indicated the reduction complete, the reaction mixture was concentrated under reduced pressure. The residue was diluted with 250 mL of ethyl acetate and washed with water, brine and then dried over NA2SO4. After removal of solvent, 17.1 g (93% yield) colorless oil was obtained as desired N-2,5- bis (trifluoromethyl) benzyl-3-hydroxypropylamine (1C). H NMR (400 MHz, CDCL3), 8 (ppm): 7.9 (s, 1H), 7.75 (M, 2H), 4.0 (s, 2H), 3.8 (t, 2H), 2.85 (t, 2H), 1.76 (M, 2H). To a high pressure flask was added intermediate (1C) (12.23g, 40.6 mmol, 1.0 equiv. ), 2-chloro-5-ethylpyrimidine (4.9 mL, 40.6 mmol, 1.0 equiv. ), triethylamine (11.3 mL, 81.2 mmol, 2.0 equiv. ) and 50 mL of toluene. After the flask was sealed, it was heated to 180C with stirring. After reaction at same temperature for 48 hours, the reaction mixture was cooled to room temperature and then diluted with 100 mL of ethyl acetate. The resulting solution was washed with water, brine and the dried over NA2S04.- After removal of solvent, the residue was purified by chromatography to give 7.7 g (46% yield) of product (LE) as bright brown SOLID. H NMR (400 MHz, CDC13), 8 (ppm): 8. 15 (s, 2H), 7.90 (s, 1H), 7.67 (d, 1H) 9 7.30 (d, 1H), 5.02 (s, 2H), 3.71 (m, 2H), 3.53 (m, 2H), 2.42 (Q, 2H), 1.75 (M, 2H), 1.15 (T, 3H).

The synthetic route of 111196-81-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KALYPSYS, INC.; WO2004/92130; (2004); A2;,
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