Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 171178-47-5, 6-Chloropyrido[3,4-d]pyrimidin-4(3H)-one, 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, COA of Formula: C7H4ClN3O, blongs to pyrimidines compound. COA of Formula: C7H4ClN3O

Step (F) : 4- (6-CHLORO-4-OXO-4H-PYRIDO [3, 4-D] PYRIMIDIN-3-YLMETHYL)-BENZOIC acid tert-butyl ester A 2 L round bottomed flask was charged with 6-chloro-3H-pyrido [3,4- D] PYRIMIDIN-4-ONE (61.9 g, 0.34 moles), CS2CO3 (155 g, 0. 48 moles, 1.4 mole equivalents), and 900 mL of DMF. The slurry was stirred for 5 minutes, then t- butyl-4-bromomethylbenzoate (129 g, 0.48 moles, 1.4 mole equivalents) was added, and stirring of the resulting thick slurry was continued. After 15 minutes HPLC (C18,4 : 1/CH3CN : 0. 1% TFA, 254 nm, 1 ML/MIN) showed less than 3% of 6-chloro-3H-pyrido [3,4-d] PYRIMIDIN-4-ONE remained. After 30 minutes the reaction was complete. Added 450 mL of H20 to the slurry, and collected the resulting solid by filtration. The solid was washed twice with 2: 1/DMF: H20, once with H2O, and dried overnight in the vacuum oven at 45C. The reaction yielded 124 g (98% total) OF 4- (6-CHLORO-4-OXO-4H-PYRIDO [3,4-d] pyrimidin-3- ylmethyl) -benzoic acid tert-butyl ester as a white solid that was 99% pure by HPLC. OH (DMSO) 8.94 (1 H, d), 8. 71 (1 H, s), 7.99 (1 H, d), 7. 83 (2 H, d), 7.45 (2 H, d), 5.26 (2 H, s), 1.49 (9 H, s) MS [M+H] + 372 HPLC 99.02%, RT 2. 90 min ; YMC Pack Pro C18 4. 6X150 mm, 3F ; A: 0.05% TFA in H2O, B: 0. 05% TFA in CH3CN ; 10% B to 95% B over 15 minutes, hold for 5 minutes; X 240 nm, 1 ml/min

The synthetic route of 171178-47-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/16926; (2005); A1;,
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Related Products of 126352-69-0, 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 126352-69-0, name is 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

(2) To acetic anhydride (0.153 ml) was added formic acid (0.077 ml) at 15-20 C. The mixture was stirred at ambient temperature for 30 minutes. To this solution was added 4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (100 mg) under ice-cooling and the mixture was stirred at the same temperature for 1 hour. The reaction mixture was added to a mixture of dichloromethane and aqueous sodium bicarbonate solution. The separated organic layer was dried over magnesium sulfate and evaporated in vacuo to give 4-formyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (79.9 mg). IR (Nujol): 1670, 1535, 1500, 1450, 1430, 1400 cm-1. NMR (DMSO-d6, delta): 1.97-2.27 (2H, m), 3.62-3.91 (2H, m), 3.97-4.24 (2H, m), 6.22 and 6.48 (1H, each d, J=3 Hz), 7.29 (1H, d, J=3 Hz), 8.19 and 8.77 (1H, each 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 126352-69-0, 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine.

Reference:
Patent; Fujisawa Pharmaceutical Company, Ltd.; US5173485; (1992); A;,
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Adding a certain compound to certain chemical reactions, such as: 2240-25-7, 4-Amino-5-bromopyrimidin-2(1H)-one, 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, 2240-25-7, blongs to pyrimidines compound. Application In Synthesis of 4-Amino-5-bromopyrimidin-2(1H)-one

A mixture of compound 5-bromocytosine (150 g, 789 mmol, 1.00 equiv) and ethyl 3- bromo-2-oxo-propanoate (385 g, 1.97 mol, 247 mL, 2.50 equiv) in AcOH (1.5 L) was stirred at 120 C for 2 h. The crude 1H NMR spectrum indicated that the reaction was complete. Three batches were concentrated to provide a residue that was triturated with MTBE (3 L) and filtered. The filter cake was washed with water (1 L x 4) and dried to afford ethyl 8-bromo-5-oxo-5, 6- dihydroimidazo[l, 2-c]pyrimidine-2-carboxylate (300 g, 1.05 mol, 44.3% yield) as a brown solid. 1H NMR (400MHz, DMSO-d6) d 12.47 – 11.64 (m, 1H), 8.33 (s, 1H), 8.06 (s, 2H), 7.73 (s, 1H), 4.31 (q, 7= 7.1 Hz, 2H), 1.32 (t, J= 7.1 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2240-25-7, its application will become more common.

Reference:
Patent; MIRATI THERAPEUTICS, INC; MARX, Matthew, Arnold; LEE, Matthew, Randolph; BOBINSKI, Thomas, P.; BURNS, Aaron, Craig; ARORA, Nidhi; CHRISTENSEN, James, Gail; KETCHAM, John, Nichael; (225 pag.)WO2019/152419; (2019); A1;,
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Reference of 769-42-6, 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 769-42-6 as follows.

General procedure: To a mixture of aldehyde (1.1 mmol), beta-naphthol(1.0 mmol), and 1,3-dimethylbarbutyric acid (1.0 mmol),3 mol% of ZrOCl2/nano-TiO2 were added as the catalyst,and the mixture was stirred for an appropriate time at 100C in an oil bath. After completion of the reaction, indicatedby TLC, the reaction mixture was dissolved in the appropriatevolume of hot ethanol, stirred for 5 min, filtered,and the heterogeneous catalyst recovered. Solution withproduct was concentrated and recrystallized from ethanolto get pure compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,769-42-6, its application will become more common.

Reference:
Article; Mohaqeq, Mahboubeh; Safaei-Ghomi, Javad; Shahbazi-Alavi, Hossein; Acta Chimica Slovenica; vol. 62; 4; (2015); p. 967 – 972;,
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Reference of 945950-37-8, 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. 945950-37-8, name is 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

a- Synhtesis of Int. 402: A sol. of 4-methyl-7H-pyrrazolo[2,3-d]pyrimidine (3.11 g, 23.4 mmol) in DMF (40 mL) was cooled to 0C and treated with NaH 60% (1.40 g, 35.0 mmol). The r.m. was stirred at 0C for 2h then 2-(trimethylsilyl)ethoxymethyl chloride (4.96 mL, 28.0 mmol) was added. The r.m. was stirred at r.t. for 2h and diluted in EtOAc. The organic layer was washed with water and brine (twice), dried over MgS04 and evaporated in vacuo to give brown oil. The oil was purified by prep. LC (irregular SiOH 15-40 muiotaeta, 80g, Grace, mobile phase gradient: from DCM 100% to DCM 96%, MeOH 4%). The desired fractions were collected and solvent evaporated until dryness to give 3.53 g. The residue was purified by prep. LC (irregular SiOH 15-40 muiotaeta, 80g, Grace, mobile phase gradient: from DCM 100% to DCM 96%, MeOH 4%). The pure fractions were collected and solvent evaporated until dryness to give 1.56 g of Int. 402 as a brown oil (25%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,945950-37-8, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; MEVELLEC, Laurence, Anne; PASQUIER, Elisabeth, Therese, Jeanne; DESCAMPS, Sophie; MERCEY, Guillaume, Jean, Maurice; WROBLOWSKI, Berthold; VIALARD, Jorge, Eduardo; MEERPOEL, Lieven; JEANTY, Matthieu, Ludovic; JOUSSEAUME, Thierry, Francois, Alain, Jean; WO2015/144799; (2015); A1;,
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Reference of 13566-63-7, Adding some certain compound to certain chemical reactions, such as: 13566-63-7, name is 4,6-Dimethoxy-5-methylpyrimidine,molecular formula is C7H10N2O2, 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 13566-63-7.

Example 3Preparation of 1-(4,6-dimethyl-2-pyridinyl)ethanone O-[(4,6-dimethoxy-5-pyrimidinyl)methyl]oxime (Compound No. II-17) [43.1] 0.50 g (3.05 mmol) of 4,6-dimethoxy-5-methylpyridine was dissolved in 15 ml of carbon tetrachloride, and 0.58 g (3.26 mmol) of N-bromosuccinimide was added. The resulting solution was irradiated with light (infrared light 375 WR, produced by Toshiba Co., Ltd.) for 2 hours at the refluxing temperature. The reaction solution was cooled to room temperature. The deposited succinimide was separated by filtration. The filtrate was concentrated under reduced pressure to give a crude product of 5-bromomethyl-4,6-dimethoxypyridine. Meanwhile, to a solution of 0.43 g (2.62 mmol) of 1-(4,6-dimethyl-2-pyridinyl)ethanone oxime in 10 ml of N,N-dimethylformamide was added 0.13 g (3.25 mmol) of sodium hydride (oiliness: 60%) while cooling in an ice bath, and the solution was stirred at the ice temperature for 30 minutes. To the resulting solution was added the whole amount of the previously prepared crude product of 5-bromomethyl-4,6-dimethoxypyridine while cooling in an ice bath, and the solution was stirred at room temperature for an hour. The reaction solution was poured into ice-water, and extracted with diethyl ether. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained crude product was purified by silica gel column chromatography [eluted with n-hexane:ethyl acetate = 7:3 (v/v)] to give 0.44 g of the target compound. Melting point: 125 to 126C.; Example 6Preparation of 4-cyano-6-methyl-2-pyridinecarboxyaldehyde O-[(4,6-dimethoxy-5-pyrimidinyl)methyl]oxime (Compound No. II-29) [51.1] To a solution of 1.0 g (6.49 mmol) of 4,6-dimethoxy-5-methylpyrimidine in 10 ml of carbon tetrachloride was added 1.27 g (7.13 mmol) of N-bromosuccinimide. . The resulting solution was irradiated with light (infrared light 375 WR, produced by Toshiba Co., Ltd.) for an hour at the refluxing temperature. The reaction solution was cooled to room temperature. The deposited succinimide was separated by filtration. The filtrate was concentrated under reduced pressure to give a crude product of 5-bromomethyl-4,6-dimethoxypyrimidine. Meanwhile, to a solution of 1.06 g (6.50 mmol) of N-hydroxyphthalimide in 10 ml of N,N-dimethylformamide was added 0.72 g (7.13 mmol) of triethylamine. The resulting solution was heated to 70C, and the whole amount of the previously prepared crude product of 5-bromomethyl-4,6-dimethoxypyrimidine was added therein, followed by stirring at 70C for 2 hours. The reaction solution was cooled to room temperature, poured into ice-water, and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 1.46 g of a crude product of N-[(4,6-dimethoxy-5-pyrimidinyl)methyloxy]phthalimide. The whole amount of the obtained crude product of N-[(4,6-dimethoxy-5-pyrimidinyl)methyloxy]phthalimide was dissolved in 10 ml of methanol, and 0.28 g (5.60 mmol) of hydrazine monohydrate was added therein, followed by stirring at room temperature for an hour. The reaction solution was concentrated under reduced pressure, and dissolved in ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 0.67 g of a crude product of (4,6-dimethoxy-5-pyrimidinyl)methyloxyamine. 0.67 g (4.59 mmol) of 4-cyano-6-methyl-2-pyridinecarboxyaldehyde was dissolved in 10 ml of glacial acetic acid. To the resulting solution were added, at room temperature, 0.37 g (4.51 mmol) of sodium acetate and then the whole amount of the previously prepared (4,6-dimethoxy-5-pyrimidinyl)methyloxyamine, and the solution was stirred further at room temperature for 2 hours. The reaction solution was poured into ice-water, and extracted with ethyl acetate. The ethyl-acetate layer was neutralized with a 5% aqueous solution of sodium hydrogen carbonate, washed with saturated salt water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained crude product was purified by silica gel column chromatography [eluted with benzene:ethyl acetate = 9:1 (v/v)] to give 0.43 g of the target compound. Melting point: 160 to 161C.; ii) Preparation of 2-(4,6-dimethyl-2-pyridinyl)-2-[(2,4-dimethoxy-3-pyridinyl)methyloxyimino]acetonitrile [72.1] 0.30 g (1.94 mmol) of 4,6-dimethoxy-5-methylpyrimidine was dissolved in 4 ml of carbon tetrachloride, and 0.38 g (2.13 mmol) of N-bromosuccinimide was added therein. The resulting solution was irradiated with light (infrared light 375 WR, produced by Toshiba Co., Ltd.) for 2 hours at the refluxing temperature. The solution was cooled to room temperature. The deposited succinimide was separated by filtration. The filtrate was concentrated under reduced pressure to give a crude product of 5-bromomethyl-4,6-dimethoxypyrimidine. Meanwhile, …

According to the analysis of related databases, 13566-63-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NIPPON SODA CO., LTD.; EP1362850; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 6972-27-6, 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 6972-27-6, name is 6-Chloro-1,3-dimethylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A solution of the above crude N-substituted benzamidine (10.0mmol) in DMF (5 mL) was added dropwise at 0 C to a solution of NaH (20.0 mmol) in DMF (5 mL) and stirred for 30 min. A solution of 1,3-dimethyl-6-chlorouracil (5.0 mmol) in DMF (5 mL) was added dropwise at 0 C and the reaction mixture was stirred at 80 C overnight. Sat. aq NH4Cl (20 mL) was added at 0 C and the mixture was extracted with EtOAc (5 × 10 mL). The combined organic phases were washed with H2O (2 × 10 mL) and brine (1 × 10 mL), and dried (MgSO4). The solvent was removed under reduced pressure and the crude material was purified by silica gel column chromatography to give 1a-e,h,k-o.

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 6972-27-6, 6-Chloro-1,3-dimethylpyrimidine-2,4(1H,3H)-dione.

Reference:
Article; Shimizu, Maki; Hayama, Noboru; Kimachi, Tetsutaro; Inamoto, Kiyofumi; Synthesis; vol. 49; 18; (2017); p. 4183 – 4190;,
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Related Products of 89466-42-2, 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.89466-42-2, name is 4-Chloro-6-methoxy-2-(methylthio)pyrimidine, molecular formula is C6H7ClN2OS, molecular weight is 190.65, as common compound, the synthetic route is as follows.

First Step 0.4 g of sodium hydride was added to a mixture of 1.59 g of 4-chloro-6-methoxy-2-methylthiopyrimidine, 0.98 g of methyl glycolate and 10 ml of N,N-dimethylformamide at 0 C. The mixture was stirred at room temperature for 5 hours, then, the reaction solution was poured into water, and extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 1.22 g of 6-methoxy-4-(methoxycarbonyl)methoxy-2-methylthiopyrimidine. 1H-NMR(CDCl3/250 MHz) delta(ppm): 2.48 (s, 3H), 3.77 (s, 3H), 3.93 (s, 3H), 4.88 (s, 2H), 5.87 (s, 1H)

The chemical industry reduces the impact on the environment during synthesis 89466-42-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sumitomo Chemical Company, Limited; US6537948; (2003); B1;,
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Synthetic Route of 7043-09-6 ,Some common heterocyclic compound, 7043-09-6, molecular formula is C7H6Cl2N2, 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 solution of NaOMe (0.143 g, 2.64 mmol) in methanol (25.0 mL) was added 4,6-dichloro-2-cyclopropylpyrimidine (0.500 g, 2.64 mmol) at RT. The reaction solution was stirred at RT for 2 h. The resulting mixture was diluted with water (70 mL) and extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were washed with brine (50 mL), dried with anhydrous Na2SC>4 and filtered. The filtrate was concentrated under reduced pressure. The crude title compound was obtained as a solid and was used in the next step without further purification. MS = 185.1/187.1 (M+l).

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. 7043-09-6, 4,6-Dichloro-2-cyclopropylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SHEN, Dong-Ming; YANG, Meng; CRESPO, Alexander; WILSON, Jonathan, E.; MCCRACKEN, Troy; WANG, Deping; PARKER, Dann; GUO, Zack Zhiqiang; (135 pag.)WO2016/154081; (2016); A1;,
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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. 5305-59-9, name is 6-Chloropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

General procedure: To a solution of 6-chloropyrimidin-4-amine intoluene was added substituted amine (2.5 eq). The mixture was heatedat 105 C for 24 h and concentrated in vacuo. The residue was purifiedby flash column chromatography.

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, 5305-59-9, 6-Chloropyrimidin-4-amine.

Reference:
Article; Yuan, Xinrui; Wu, Hanshu; Bu, Hong; Zheng, Peiyuan; Zhou, Jinpei; Zhang, Huibin; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1211 – 1225;,
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