Pyrimidines

Reference of 20781-06-0, 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 20781-06-0, name is 2,4-Diaminopyrimidine-5-carboxaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

(5) Preparation of IA-1 (target): A mixture of 0.188 g (1 mmol) of compound of formula V and 0.447 g (1.5 mmol) of compound of formula III-1, 0.126 g (2 mmol) of sodium cyanoborohydride was added and maintained in a reflux state for 24 hours in 15 mL of methanol, The residue was purified by silica gel column chromatography (eluent: methanol: dichloromethane = 1: 10, and the residue was washed with ethyl acetate, washed with ethyl acetate, and the organic phase was washed with saturated brine. The organic phase was concentrated (the solvent was removed under reduced pressure) v / v) to give a white solid (IA-I) in 65% yield

According to the analysis of related databases, 20781-06-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; East China University of Science and Technology; Zhu Jin; Huang Jin; Chen Wenhua; Yao Xue; Ling Dazheng; Wang Manjiong; Jiang Hualiang; Li Jian; (21 pag.)CN106938997; (2017); A;,
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Electric Literature of 862730-04-9 ,Some common heterocyclic compound, 862730-04-9, molecular formula is C8H10IN5, 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.

Synthesis of 1-isopropyl-3-(3-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (BA49); A solution of 3-Methoxyphenylboronic acid (17 mg, 0.11 mmol) in EtOH (3.3 ml) was added to a solution-of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (30 mg, 0.10 mmol) in DME (12 ml). Pd(PPh3)4 (30 mg, 0.03 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80 C. under an argon atmosphere overnight: After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA49. ESI-MS (M+H)+ m/z calcd 284.1, found 284.0.

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. 862730-04-9, 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Regents of the University of California; US2007/293516; (2007); A1;,
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Pyrimidine – Wikipedia

Reference of 3001-72-7, 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.3001-72-7, name is 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine, molecular formula is C7H12N2, molecular weight is 124.1836, as common compound, the synthetic route is as follows.

General procedure: To a stirred solution of DBN (124 mg, 1 mmol) in MeCN (4 mL), a solution of methyl 4-hydroxy-4-methyl-2-pentynoate (1a; 142 mg, 1 mmol) in MeCN (3 mL) and H2O (1 mL) was added dropwise over 10 min. The reaction mixture was stirred at 20-25 C for 48 h. Solvent was evaporated in vacuo and the residue was washed with a mixture of hexane-acetone (1:1) to give the desired product 2a.

Statistics shows that 3001-72-7 is playing an increasingly important role. we look forward to future research findings about 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine.

Reference:
Article; Shemyakina, Olesya A.; Volostnykh, Olga G.; Stepanov, Anton V.; Mal’Kina, Anastasiya G.; Ushakov, Igor A.; Trofimov, Boris A.; Synthesis; vol. 50; 4; (2018); p. 853 – 858;,
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Pyrimidine – Wikipedia

Application of 145783-15-9, 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. 145783-15-9, name is 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine, molecular formula is C7H9Cl2N3S, 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.

Method B: Compound (IX) (150 g, 0.6 mole) (IX was purchased from Shanghai Haoyuan Chemexpress Co., Ltd.) was dissolved in 1.0 L N,N-dimethyl formamide (DMF). Pyridine (69.3 g, 1.0 mole) was added to the solution. The solution was cooled in ice water until the system internal temperature was below 10C. Pentafluorophenyl trifluoroacetate (184.5 g, 0.66 mole) was slowly added dropwise to the solution. After pentafluorophenyl trifluoroacetate was added completely, the solution was allowed to warm naturally to room temperature, and was stirred for 5 h. The reaction was monitored by HPLC. Afier the conversion of the raw material was complete, 2.0 L tap water was added to the reaction solution. The reaction solution was extracted twice with 1 .0 L methyl tertiary-butyl ether. The organic phase was washed with 0.5 L saturated salt water, then dried for not less than 3 h, filtered and concentrated to get 186.2 g compound (VIII) in 93% yield. The resulting product was directly used in the nextstep.

According to the analysis of related databases, 145783-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JIANGSU HENGRUI MEDICINE CO., LTD.; SUNCADIA PHARMACEUTICALS CO., LTD.; SUN, Shaoguang; SONG, Defu; HE, Biao; LAI, Xiaobo; (22 pag.)US2016/52928; (2016); A1;,
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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. 939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, 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. name: 6-Chloropyrimidine-4-carbonitrile

The title compound (1-19) was prepared using the procedure for Example 17, using 4- hydroxyindole in Step 1. The free base form of the title compound was purified via silica gel (eluting with 1-20% MeOH in DCM) and then converted to the hydrochloride salt, using 2 M HC1 in ether. ?HNIVIR (300 IVIHz, DMSO-d6): 11.35 (s, 1H), 8.57 (s, 1H), 7.30-7.34 (m, 2H), 7.08 – 7.14 (m, 2H), 6.79 (m, 1H), 6.05 (m, 1H), 3.73 (s, 2H); LCMS Mass: 241.0 (M+1).; A mixture of 6-hydroxyindole 1 (157 mg, 1.18 mmol), 6-chloropyrimidine-4-carbonitrile (150 mg, 1.07 mmol), K2C03 (444 mg, 3.21 mmol), DMF (2 mL), and THF (4 mL), was stirred at RT for 20 h. Additional 6-chloropyrimidine-4-carbonitrile (30 mg, 0.2 15 mmol) was added and the mixture stirred at RT for a further 16 h. The mixture was concentrated under reduced pressure. The residue was purified (silica gel; eluting 0 to 100% EtOAc in hexanes), to afford compound 2 (190 mg, 56%) as a yellow solid. To a stirred solution of compound 2 (40 mg, 0.169 mmol) in EtOAc (3 mL) and HOAc (0.3 mL) at RT, was added 10% Pd/C (10 mol%). The reaction mixture was stirred at RT under hydrogen (1 atmosphere pressure) for 1 h. The reaction mixture was filtered through a pad of celite, and the filtrate was concentrated under reduced pressure. The residue was purified via preparative HPLC (Waters XTerra Prep MS C-18 OBD 5 jiM 50 x 100mm column; eluting with 10-90% ACN/H20 containing 0.1% TFA, over 20 mm), followed by silica gel (eluting 0 to 100% EtOAc in hexanes), to afford compound 1-17 (3 mg, 7%) as a solid.

With the rapid development of chemical substances, we look forward to future research findings about 939986-65-9.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 873-83-6, 6-Aminopyrimidine-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, Formula: C4H5N3O2, blongs to pyrimidines compound. Formula: C4H5N3O2

General procedure: A mixture of isatin (0.147 g, 1 mmol), acetophenone (0.09 mL, 1.5 mmol), and piperidine (two drops, 0.1 mmol) in ethanol (95.5percent, 1 mL) was heated at 80 ¡ãC for about 5 min. To the solid obtained at this stage was added 6-amino-1,3-dimethyluracil (0.155 g, 1 mmol), p-toluenesulfonic acid monohydrate (0.076 g, 0.04 mmol), and EtOH (95.5percent, 2 mL). The mixture was stirred and heated gently at 80 ¡ãC. After completion of the reaction (115 min), as monitored by TLC using 5:1 ratio of ethyl acetate/n-hexane, the reaction mixture was cooled to room temperature and then filtered. The separated solids were washed twice with 10 mL of water and 3 mL of hot ethanol (95.5percent) to obtain the pure product 4a.

The synthetic route of 873-83-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rad-Moghadam, Kurosh; Azimi, Seyyedeh Cobra; Tetrahedron; vol. 68; 47; (2012); p. 9706 – 9712;,
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Pyrimidine – Wikipedia

Related Products of 157335-93-8, 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. 157335-93-8, name is 4,6-Dimethylpyrimidine-5-carboxylic acid, molecular formula is C7H8N2O2, 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.

To a stirred solution of N1-cyclopropyl-5-fluorobenzene-1,2-diamine Int-1 (300 mg, 1.80 mmol) in DMF (6 mL) under an inert atmosphere was added 4,6-dimethylpyrimidine-5-carboxylic acid (274 mg, 1.80 mmol), HATU (829 mg, 2.16 mmol) and diisopropylethylamine (1.3 mL, 7.20 mmol) at 0 C. The reaction mixture was stirred at room temperature for 16 h. After consumption of starting material (by TLC), the reaction mixture was quenched with water (20 mL) to obtain a solid. The solid was filtered and dried under reduced pressure to obtain N-(2-(cyclopropylamino)-4-fluorophenyl)-4,6dimethylpyrimidine-5-carboxamide (200 mg, crude) as an off-white solid which was used directly without further purification. LC-MS: m/z 301[M+H]+ at 2.39 RT (82.67% purity).

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 157335-93-8, 4,6-Dimethylpyrimidine-5-carboxylic acid.

Reference:
Patent; Viamet Pharmaceuticals (NC), Inc.; Sparks, Steven; Yates, Christopher M.; Shaver, Sammy R.; (93 pag.)US2018/186773; (2018); A1;,
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Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 62802-38-4, name is 5-Bromo-2-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 5-Bromo-2-fluoropyrimidine

To a vial is added R-12 (200 mg, 1.13 mmol) in DMF (5 ml), followed by the addition of K2CO3 (312 mg, 2.26 mmol) and isopropylamine (134 mg, 2.27 mmol). The reaction mixture is stirred at 70 C for 3 hours. The reaction mixture is concentrated in vacuo. The residue is dissolved in EtOAc, washed with water, brine, dried under anhy. Na2S04, fitered and concentrated to afford the title intermediate (221 mg); m/z 216.0/218.0 [M/M+2H] .

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, 62802-38-4, 5-Bromo-2-fluoropyrimidine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BOSANAC, Todd; CHEN, Zhidong; DE LOMBAERT, Stephane; HUBER, John; LO, Ho Yin; LOKE, Pui Leng; LIU, Weimin; MORWICK, Tina Marie; OLAGUE, Alan; RIETHER, Doris; TYE, Heather; WU, Lifen; ZINDELL, Renee; WO2012/24150; (2012); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 111196-81-7, 2-Chloro-5-ethylpyrimidine, 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, 111196-81-7, blongs to pyrimidines compound. Computed Properties of C6H7ClN2

Step B: Preparation of 4-((lr,4r)-4-((l-(5-Ethylpyrimidin-2-yl)piperidin-4- yl)methoxy)cyclohexyl)-3-fluoro-N,N-dimethylbenzamide.; A mixture of 3-fluoro-N,N-dimethyl-4-(((lr,4r)-4-(piperidin-4- ylmethoxy)cyclohexyl)benzamide hydrochloride (14.0 mg, 0.035 mmol), prepared in Step A above, 2-chloro-5-ethylpyrimidine (20 mu, 0.165 mmol), and triethylamine (30 muEpsilon, 0.220 mmol) in iPrOH (1.3 mL) was heated under microwave irradiation at 120 C for 2 h. The mixture was purified by HPLC (5-95% CH3CN). Fractions containing the title compound were partly concentrated and the residue was extracted with 1M NaOH and CH2C12. The organic phase was dried over MgS04, filtered, and concentrated to give the title compound (10.2 mg, 0.022 mmol, 62.0% yield) as a white solid. Exact mass calculated for C27H37FN4O2: 468.2, found: LCMS m/z= 469.4 [M+H]+; lU NMR (400 MHz, CDC13) delta ppm 1.18 (t, = 7.6 Hz, 3H), 1.19-1.26 (m, 2H), 1.34-1.58 (m, 4H), 1.83-1.93 (m, 5H), 2.15-2.17 (m, 2H), 2.45 (q, = 7.6 Hz, 2H), 2.81- 2.91 (m, 3H), 2.99 (s, 3H), 3.09 (s, 3H), 3.23-3.30 (m, IH), 3.36 (d, = 5.8 Hz, 2H), 4.69-4.76 (m, 2H), 7.06-7.09 (m, IH), 7.12-7.14 (m, IH), 7.20-7.25 (m, IH), 8.16 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,111196-81-7, its application will become more common.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; HAN, Sangdon; LEHMANN, Juerg; THORESEN, Lars; WO2012/135570; (2012); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6840-45-5, 3-Bromoimidazo[1,2-a]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, 6840-45-5, blongs to pyrimidines compound. Product Details of 6840-45-5

A mixture of 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyridin-2-amine (1.0g, 4.54mmol), 3-bromoimidazo[1 ,2-a]pyrimidine (899mg, 4.54mmol) and Na2C03 (963mg, 9.09mmol) in DMF:H20 (3: 1 , 20ml_) was degassed with N2 for 15 min at rt. Pd(PPh3)4 (525mg, 0.45mmol) was added to this degassed mixture at rt. The reaction mixture was again purged with N2 for 5 min. The reaction vessel was sealed and stirred at 90 C for 16h. The TLC showed reaction to be complete. The reaction mixture was allowed to cool to rt and concentrated under reduced pressure. The crude residue was triturated with MeOH (25ml_) and the precipitated solid was filtered through the sintered funnel. The filtrate was concentrated under reduced pressure. The residue was purified by combiflash chromatography using 12g silica column, eluting with 10% MeOH in DCM to afford 4-(imidazo[1 ,2-a]pyrimidin-3- yl)pyridin-2-amine as a brown solid. Yield: 500mg (51 %); MS (ESI+) for CHNOS m/z 212.0[M+H]+; 1 H NMR (400 MHz, DMSO-d6): <5 8.96-9.05 (m, 1 H), 8.55-8.61 (m, 1 H), 8.40 (s, 1 H), 7.94-8.01 (m, 1 H), 6.98-7.15 (m, 3H), 6.05-6.15 (bs, 2H). These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6840-45-5, its application will become more common. Reference:
Patent; DISCUVA LTD.; MEO, Paul; KHAN, Nawaz; CHARRIER, Cedric; (252 pag.)WO2019/86890; (2019); A1;,
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