Category: 3435-25-4

Reference of 3435-25-4, 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. 3435-25-4, name is 4-Chloro-6-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.

In a sealed tube tert-butyl N-[(lR,5S,8S)-3-azabicyclo[3.2.l]octan-8-yl]carbamate (500 mg, 2.21 mmol) was dissolved in EtOH (10 mL) and 4-chloro-6-methylpyrimidine (869 mg, 6.63 mmol) was added followed by triethylamine (894 mg, 1.23 mL, 8.84 mmol). The reaction mixture was stirred at l30C overnight. The crude reaction mixture was concentrated in vacuum. The residue was diluted with 20 mL of CH2CI2 and 20 mL of water. The organic phase was extracted with CH2CI2 (3 x 20 mL), dried over MgS04 and concentrated in vacuum. The crude material was purified by flash chromatography (0 % to 100 % EtOAc in heptane) to afford tert-butyl N- [(lR,5S,8S)-3-(6-methylpyrimidin-4-yl)-3-azabicyclo[3.2.l]octan-8-yl]carbamate as a yellow solid (496 mg, 71 % yield). MS (ES+) m/z. 319.2 [(M+H)+]

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 3435-25-4, 4-Chloro-6-methylpyrimidine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; RATNI, Hasane; (31 pag.)WO2019/141832; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3435-25-4 ,Some common heterocyclic compound, 3435-25-4, molecular formula is C5H5ClN2, 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.

A solution of BA-1 (1.00 g, 7.78 mmol), and Ni(dppe)Cl2 (82 mg, 0.16 mmol) in anhydrous Et20 (5 mL) is cooled to -10 C. A solution of isopropyl magnesium bromide (3.22 mL, 9.33 mmol) is added dropwise and the mixture is stirred for 1 h at -10 C. The mixture is quenched with sat. NH4C1, extracted with DCM and concentrated. The crude BC-1 is carried on as is.

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. 3435-25-4, 4-Chloro-6-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BAKONYI, Johanna; BRUNETTE, Steven Richard; COLLIN, Delphine; HUGHES, Robert Owen; LI, Xiang; LIANG, Shuang; SIBLEY, Robert; TURNER, Michael Robert; WU, Lifen; ZHANG, Qiang; WO2015/160654; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3435-25-4, 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 3435-25-4, name is 4-Chloro-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 60% NaH in mineral oil (6 g, 150 mmol) was added to 4-hydroxy- piperidine-l-carboxylic acid tert-butyl ester (14.1 g, 70 mmol) in anhydrous THF (120 mL) at 0 C. The r.m. was stirred at 0 C for 30 min. A sol. of 4-chloro-6-methyl- pyrimidine (9 g, 70 mmol) in anhydrous THF (30 mL) was then added and the r.m. was stirred at r.t. for 24 h. Water was added and the mixture was extracted with DCM. The separated organic layer was dried (MgS04), filtered and the solvent was evaporated. The residue was purified by flash column chromatography (eluent: petroleum ether/EtOAc from 10/1 to 1/1). The product fractions were collected and concentrated in vacuo. Yield: 13 g of intermediate 5 (63 %).

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 3435-25-4, 4-Chloro-6-methylpyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2012/126984; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3435-25-4, 4-Chloro-6-methylpyrimidine, 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, 3435-25-4, blongs to pyrimidines compound. name: 4-Chloro-6-methylpyrimidine

General procedure: To a mixture of N-(3-bromobenzyl)-3-(trifluoromethyl)benzenesulfonamide (0.10 g, 0.25 mmol), (3,5-dimethylisoxazol-4-yl)boronic acid (72 mg, 0.51 mmol), and Na2C03 (54 mg, 0.51 mmol) in dioxane/H20 (1.6 mL/0.4 mL) was added Pd(dppf)Cl2-CH2Cl2 (21 mg, 0.025 mmol). The reaction was degassed with N2 and stirred at 80C for 4 hours. The reaction was cooled to room temperature and DCM was added. The mixture was washed with brine (IX) and water (2X). The organic layer was dried oversodium sulfate, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (0-35% EtOAc/Hexanes, 2 cycles) to afford the title compound (35 mg, 34%). LCMS(method A): m/z 411.2 (M+H)+. ‘H NMR (CDCI3) delta 8.10 (s, 1H), 8.05 (d, 1H), 7.82 (d, 1H), 7.64 (t, 1H), 7.35 (t, 1H), 7.20 (d, 1H), 7.14 (d, 1H), 7.11 (s, 1H), 5.42 (t, 1H), 4.26 (d, 2H), 2.35 (s, 3H), 2.20 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3435-25-4, its application will become more common.

Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; SHI, Dongchuan; KULTGEN, Steven G.; MCGUINNESS, Brian F; LETOURNEAU, Jeffrey J.; COLE, Andrew G.; BEASLEY, James R.; (358 pag.)WO2018/5801; (2018); A2;,
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. 3435-25-4, name is 4-Chloro-6-methylpyrimidine. A new synthetic method of this compound is introduced below., Quality Control of 4-Chloro-6-methylpyrimidine

First, into a recovery flask equipped with a reflux pipe, 5.02 g of 4,6-dichloropyrimidine, 8.29 g of phenylboronic acid, 7.19 g of sodium carbonate, 0.29 g of bis(triphenylphosphine)palladium(II)dichloride (abbreviation: Pd(PPh3)2Cl2), 20 mL of water, and 20 mL of acetonitrile were put, and the air in the flask was replaced with argon. This reaction container was subjected to irradiation with microwaves (2.45 GHz, 100 W) for one hour to be heated. Here, into the flask, 2.08 g of phenylboronic acid, 1.79 g of sodium carbonate, 0.070 g of Pd(PPh3)2Cl2, 5 mL of water, and 5 mL of acetonitrile were further put, and the reaction container was heated again by irradiation with microwaves (2.45 GHz, 100 W) for one hour. Then, water was added to this solution and an organic layer was extracted with dichloromethane. The obtained extract was washed with water and dried with magnesium sulfate. The solution which had been dried was filtered. The solvent of this solution was distilled off, and then the obtained residue was purified by silica gel column chromatography using dichloromethane as a developing solvent. As a result, a pyrimidine derivative Hdppm (yellow white powder, yield of 38%) was obtained. Note that the irradiation with microwaves was performed using a microwave synthesis system (Discover, produced by CEM Corporation).

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, 3435-25-4, 4-Chloro-6-methylpyrimidine.

Reference:
Patent; SEMICONDUCTOR ENERGY LABORATORY CO., LTD.; Takasu, Takako; Osaka, Harue; Shitagaki, Satoko; US2013/75704; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3435-25-4, Adding some certain compound to certain chemical reactions, such as: 3435-25-4, name is 4-Chloro-6-methylpyrimidine,molecular formula is C5H5ClN2, 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 3435-25-4.

A solution of 6-methoxy-7-(2-(methylamino)ethoxy)-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one (363 mg, 1 mmol) and 4-chloro-6-methylpyrimidine (257 mg, 2 mmol), (J. Het. Chem., 1969, 6, 879), in N,N-diisopropylethylamine (2 ml) was heated at reflux for 30 minutes. The volatiles were removed by evaporation and the residue was partitioned between ethyl acetate and water. The organic layer was separated, washed with brine, dried (MgSO4) and the solvent removed by evaporation. The residue was purified by column chromatography eluding with methylene chloride/methanol (95/5) to give 6-methoxy-7-(2-(N-methyl-N-(6-methylpyrimidin-4-yl)amino)ethoxy)-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one (365 mg, 80%). 1 H NMR Spectrum: (CDCl3) 1.19(s, 9H); 2.36(s, 3H); 3.18(s, 3H); 3.95(s, 3H); 4.09(t, 2H); 4.34(t, 2H); 5.9(s, 2H); 6.3(s, 1H); 7.14(s, 1H); 7.63(s, 1H); 8.17(s, 1H); 8.5(s, 1H) MS-ESI: 456 [MH]+

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. 3435-25-4, 4-Chloro-6-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zeneca Limited; Zeneca Pharma S.A.,; US5962458; (1999); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3435-25-4, 4-Chloro-6-methylpyrimidine, 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, HPLC of Formula: C5H5ClN2, blongs to pyrimidines compound. HPLC of Formula: C5H5ClN2

[0178] To a stirred solution of 4-chloro-6-methylpyrimidine (1 g, 7.77 mmol) in 1, 4- dioxane (30 mL) was added diisopropylethylamine (1.35 g, 10.50 mmol) and tert-butyl piperidin-4-ylcarbamate (1.7 g, 8.55 mmol). The reaction mixture was heated to 150 C and stirred for 3 h. After consumption of the starting materials (monitored by TLC), the mixture was diluted with water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified through silica gel column chromatography using 5% (0381) MeOH:DCM to afford tert-butyl (l-(6-methylpyrimidin-4-yl) piperidin-4-yl) carbamate (1.75 g, 77%) as an off-white solid. 1H-NMR (DMSO-< 5, 400 MHz): delta 8.34 (s, 1H), 6.69 (s, 1H), 4.28-4.24 (m, 2H), 3.54-3.52 (m, 1H), 3.00-2.93 (m, 2H), 2.23 (s, 3H), 1.77-1.75 (m, 2H), 1.38 (s, 9H), 1.30-1.22 (m, 3H); LC-MS: 293.3 (M+1); (column; X-Bridge C-18 (50 3.0 mm, 3.5 mupiiota); RT 3.32 min. 5 mM NH4OAc: ACN; 0.80 mL/min); TLC: 50% (0382) EtOAc:hexanes (Rf. 0.2). The synthetic route of 3435-25-4 has been constantly updated, and we look forward to future research findings. Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/138689; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3435-25-4, 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 3435-25-4, name is 4-Chloro-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of (S)isopropyl 2-(tert-butoxy)-2-(4-(8-fluorochroman-6-yl)-2,6-dimethyl-5 -(1,2,3,4- tetrahydroi soquinolin-6-yl)pyridin-3 -yl)acetate, 2 HC1 (0.015 g, 0.024 mmol), potassium carbonate (0.03 g, 0.217 mmol) and 4-chloro-6-methylpyrimidine (4.57 mg, 0.036 mmol) in dioxane (0.5 mL) was stirred at 100 C for 20 h in a sealed vial, and then treated withsodium hydroxide (0.02 g, 0.500 mmol) in EtOH (lml) at 85 C for 2 h. Then, cooled and purified by prep HPLC to afford (S)-2-(tert-butoxy)-2-(4-(8-fluorochroman-6-yl)-2,6- dimethyl-5-(2-(6-methylpyrimidin-4-yl)- 1,2,3 ,4-tetrahydroisoquinolin-6-yl)pyridin-3 – yl)acetic acid (0.0082 g, 0.013 mmol, 56.7% yield). LCMS (M+H) = 611.2.

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 3435-25-4, 4-Chloro-6-methylpyrimidine.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; KADOW, John F.; NAIDU, B. Narasimhulu; TU, Yong; (133 pag.)WO2017/29631; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3435-25-4 , The common heterocyclic compound, 3435-25-4, name is 4-Chloro-6-methylpyrimidine, molecular formula is C5H5ClN2, 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.

BA-1 (1.00 g, 7.78 mmol) and Ni(dppe)Cl2 (82 mg, 0.16 mmol)The solution in anhydrous Et 2 O (5 mL) was cooled to -10 C.A solution of cyclopropylmagnesium bromide (1.36 g, 8.56 mmol) was added dropwise and the mixture was stirred at -10 C for 2 h.The mixture was quenched with saturated aqueous NH4CI, extracted with DCM and concentrated. The crude BD-1 can continue to be used without further processing.

The synthetic route of 3435-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BAKONYI,JOHANNA; BRUNETTE,STEVEN RICHARD; COLLIN,DELPHINE; HUGHES,ROBERT OWEN; LI,XIANG; LIANG,SHUANG; SIBLEY,ROBERT; TURNER,MICHAEL ROBERT; WU,LIFEN; ZHANG,QIANG; (169 pag.)TW2018/38997; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3435-25-4 ,Some common heterocyclic compound, 3435-25-4, molecular formula is C5H5ClN2, 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-chloro-6-methylpyrimidine (1 g, 7.77 mmol) in 1, 4- dioxane (30 mL) under argon atmosphere were added diisopropyl ethyl amine (1.35 g, 10.50 mmol) and tert-butyl piperidin-4-ylcarbamate (1.7 g, 8.55 mmol) at RT. The reaction mixture was stirred at 150 C for 3 h. After consumption of the starting material (monitored by TLC), the reaction was diluted with water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified through silica gel column chromatography using 5% MeOH:DCM to afford tert-butyl (1 -(6-methylpyrimidin-4-yl) piperidin-4-yl) carbamate (1.75 g, 77%) as an off-white solid. ?H-NMR (DMSO-d6, 400 MHz): oe 8.34 (s, 1H), 6.69 (s, 1H),4.28-4.24 (m, 2H), 3.54-3.52 (m, 1H), 3.00-2.93 (m, 2H), 2.23 (s, 3H), 1.77-1.75 (m, 2H),1.38 (s, 9H), 1.30-1.22 (m, 3H); LC-MS: 293.3 (M+1); (column; X-Bridge C-18 (50 x 3.0 mm, 3.5 .im); RT 3.32 mm. 5 mM NH4OAc: ACN; 0.80 mL/min); TLC: 50% EtOAc:hexanes (R1: 0.2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3435-25-4, its application will become more common.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66696; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia