Extracurricular laboratory: Synthetic route of 2,4-Dichloro-6-phenylpyrimidine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,26032-72-4, 2,4-Dichloro-6-phenylpyrimidine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 26032-72-4, 2,4-Dichloro-6-phenylpyrimidine, 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, SDS of cas: 26032-72-4, blongs to pyrimidines compound. SDS of cas: 26032-72-4

In the synthesis of intermediate 2,Using Intermediate 8 instead of Intermediate 1,Intermediate 10 was used instead of phenylboronic acid,The synthesis was carried out in the same manner. Under an argon gas flow,Intermediate 1 (11.9 g, 50 mmol) was added successively to the reaction vessel,Phenylboronic acid (7.9 g, 65 mmol),Tetrakis (triphenylphosphine) palladium (1.73 g, 1.5 mmol),Toluene 170 mL,Ethanol 30 mL,2M aqueous sodium carbonate solution (50 mL),And the mixture was heated under reflux for 8 hours.After the reaction solution was cooled to room temperature,The organic layer was separated,The organic solvent was removed by distillation under reduced pressure.The resulting residue was purified by silica gel chromatography,To give intermediate 2 (11.6 g, 49 mmol (yield 98%)).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,26032-72-4, 2,4-Dichloro-6-phenylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; Mizuki, Yumiko; Ito, Hirokatsu; Haketa, Tasuku; Hayama, Tomoharu; Nishimura, Kazuki; Kawamura, Masahiro; Shibata, Mitsuru; (73 pag.)CN105408310; (2016); A;,
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The origin of a common compound about 919116-36-2

At the same time, in my other blogs, there are other synthetic methods of this type of compound,919116-36-2, 4-Chloro-2-(methylthio)-5-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 919116-36-2, 4-Chloro-2-(methylthio)-5-(trifluoromethyl)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, Computed Properties of C6H4ClF3N2S, blongs to pyrimidines compound. Computed Properties of C6H4ClF3N2S

To a mixture of 4-(3-iodo-l-(tetrahydro-2H-pyran-2-yl)-lH-pyrazolo[3,4-b]pyridin-6- yl)-3-methylisoxazole (952 mg, 2.32 mmol), 4-chloro-2-(methylthio)-5- (trifluoromethyl)pyrimidine (637 mg, 2.78 mmol), and hexamethylditin (486 uL, 2.32 mmol) in toluene (13 mL), purged with nitrogen (5 min), was added Pd(PPh3)4 (268 mg, 232 umol), and the reaction mixture was stirred at 105 C until full conversion (24 h). The reaction mixture was poured into a freshly prepared solution of aqueous potassium fluoride (1.0 g in 50 mL), and stirred for 30 min. The resulting mixture was filtered on Celite pad, and the filtrate was extracted with ethyl acetate (3×30 mL). The organic layers were combined, washed with brine (30 mL), dried over anh. Na2S04, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (EtOAc in hexanes, 10 to 70% gradient) to afford the title compound (529 mg, 1.11 mmol, 48% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,919116-36-2, 4-Chloro-2-(methylthio)-5-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SYROS PHARMACEUTICALS, INC.; MARINEAU, Jason J.; CHUAQUI, Claudio; CIBLAT, Stephane; KABRO, Anzhelika; PIRAS, Henri; WHITMORE, Kenneth Matthew; LUND, Kate-Lyn; (200 pag.)WO2019/143719; (2019); A1;,
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Analyzing the synthesis route of 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,35265-83-9, 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine, and friends who are interested can also refer to it.

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.35265-83-9, name is 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine, molecular formula is C7H4Cl2N2S, molecular weight is 219.09, as common compound, the synthetic route is as follows.Computed Properties of C7H4Cl2N2S

Reference Example 58 2-Chloro-4-dodecylamino-7-methylthieno[3,2-d]pyrimidine In 1 ml of DMF, 700 mg (3.2 mmol) of 2,4-dichloro-7-methylthieno[ 3,2-d]pyrimidine was dissolved, and then 1.30 g (7.0 mmol) of dodecylamine was added dropwise thereto over 5 minutes. The reaction solution was stirred at 0C. for one hour and then allowed to resume room temperature, followed by stirring for further 1 hour. After completion of the reaction, ice water was added to the reaction mixture, followed by extraction with ethyl acetate (50 ml*3). After the organic layer was washed successively with 1N hydrochloric acid, water and brine and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane={fraction (1/10)}) to give 745 mg (yield: 63.4%) of the title compound. NMR (delta, CDCl3): 0.88 (3H, t, J=7 Hz), 1.26-1.44 (18H, m), 1.65-1.72 (2H, m), 2.42 (3H, s), 3.63-3.68 (2H, m), 4.98 (1H, br), 7.35 (1H, s)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,35265-83-9, 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; NAKASHIMA, YOSHIHARU; FUJITA, TAKASHI; HIZUKA, MICHIYO; IKAWA, HIROSHI; HIRUMA, TORU; US2001/6969; (2001); A1;,
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A new synthetic route of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1235450-86-8, 5-Bromo-2-ethylpyrimidine-4-carboxylic acid, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1235450-86-8, 5-Bromo-2-ethylpyrimidine-4-carboxylic acid, 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, Quality Control of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid, blongs to pyrimidines compound. Quality Control of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid

A mixture of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid (5.6 g, 24.3 mmol) in xylene (50 mL) was refluxed for 2h. After cooling, the mixture was applied directly to a silica column, which was eluted with petroleum ether, then ethyl acetate in petroleum ether (5%) to give compound 0601-121 (1.7 g, 38%) as a yellow liquid. 1H NMR (400 MHz, DMSO-de): 1.26 (t, J = 7.6 Hz, 3H), 2.87 (q, J= 7.6 Hz, 2H), 8.90 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1235450-86-8, 5-Bromo-2-ethylpyrimidine-4-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; CURIS, INC.; BAO, Rudi; LAI, Chengjung; QIAN, Changgeng; WO2011/130628; (2011); A1;,
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Pyrimidine – Wikipedia

Some scientific research about 4-Chloro-5-iodopyrimidine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63558-65-6, its application will become more common.

Reference of 63558-65-6, 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 63558-65-6 as follows.

Step 2: torf-Butyl 3-[(4-chloropyrimidiii-5-yl)(b.ydroxy)methy]]-lH-pyrazole-l-carboxylate Into a flame dried RBF with stirbar was added 4-chloro-5-iodopyrimidine (12.3 g, 51 mmol) dissolved in THF (200 mL). The flask was purged with argon and cooled to -95 C. To this solution was added dropwise n-butyllithium (2.5 M in hexane; 43 mL, 107 mmol) at -95 C and the mixture was stirred for 10 min. To this mixture was added fert-butyl 3-formyl-lH-pyrazole-l-carboxylate (9.1 g, 46 mmol) dissolved in THF (30 mL) dropwise at -95 C. The reaction was stirred at -78 C for 30 min. The reaction was quenched with a solution of acetic acid (7.9 mL) in THF (15 mL) and then allowed to warm to rt. Water (80 mL) was added and the mixture extracted with EtOAc (3 ). The combined organic layers were then washed with water and brine, dried over Na2SC>4, filtered and concentrated. The crude product was purified on silica gel to give tert-butyl 3-[(4-chIoropyrimidin-5-yl)(hydroxy)methyl]-lH-pyrazole-l- carboxylate (10.2 g, 64%). LCMS (AA): m/z = 311 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63558-65-6, its application will become more common.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; DUFFEY, Matthew, O.; ENGLAND, Dylan, B.; HU, Zhigen; ITO, Mitsuhiro; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; XU, He; WO2015/2994; (2015); A2;,
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New downstream synthetic route of 5948-71-0

The synthetic route of 5948-71-0 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 5948-71-0, Ethyl 4-(4-chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate, 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, Computed Properties of C14H15ClN2O3, blongs to pyrimidines compound. Computed Properties of C14H15ClN2O3

3,4-Dihydropyrimidin-2(1H)-ones and iodine (1:1 mol) were taken in DMSO, and irradiated in microwave reactor at 120 C for 5 min. The completion of reaction was monitored by TLC (ethylacetate:hexane = 50:50). The brown-red colored reaction mixture was poured into saturated solution of sodium thiosulfate. The separated solid product was filtered, dried and recrystallized from methanol.

The synthetic route of 5948-71-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kodape, Manisha M.; Aswar, Anand S.; Gawhale, Nandkishor D.; Humne, Vivek T.; Mir, Bilal Ahmad; Chinese Chemical Letters; vol. 23; 12; (2012); p. 1339 – 1342;,
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A new synthetic route of 1235450-86-8

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1235450-86-8, 5-Bromo-2-ethylpyrimidine-4-carboxylic acid, and friends who are interested can also refer to it.

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.1235450-86-8, name is 5-Bromo-2-ethylpyrimidine-4-carboxylic acid, molecular formula is C7H7BrN2O2, molecular weight is 231.05, as common compound, the synthetic route is as follows.Quality Control of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid

A mixture of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid (5.6 g, 24.3 mmol) in xylene (50 mL) was refluxed for 2 h. After cooling, the mixture was applied directly to a silica column, which was eluted with petroleum ether, then ethyl acetate in petroleum ether (5%) to give compound 0601-121 (1.7 g, 38%) as a yellow liquid. 1H NMR (400 MHz, DMSO-d6): 1.26 (t, J=7.6 Hz, 3H), 2.87 (q, J=7.6 Hz, 2H), 8.90 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1235450-86-8, 5-Bromo-2-ethylpyrimidine-4-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Curis, Inc.; Bao, Rudi; Lai, Chengjung; Qian, Changgeng; US2013/102595; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A new synthetic route of 1088994-22-2

Statistics shows that 1088994-22-2 is playing an increasingly important role. we look forward to future research findings about 5-Methyl-2-(pyrimidin-2-yl)benzoicacid.

Electric Literature of 1088994-22-2, 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.1088994-22-2, name is 5-Methyl-2-(pyrimidin-2-yl)benzoicacid, molecular formula is C12H10N2O2, molecular weight is 214.22, as common compound, the synthetic route is as follows.

To a solution of 5-methyl-2-(pyrimidin-2-yl)benzoic acid(0.040 g, 0.19 mmol) in CHCl3 (1.5 mL) were added DIPEA(0.092 ml, 0.53 mmol), 43d (0.037 g, 0.15 mmol) and a solution of1-propanephosphonic acid cyclic anhydride (T3P, 1.7 mol/L inEtOAc, 0.30 ml, 0.52 mmol) at room temperature. After this mixturewas stirred at 60 C for 5 h, water was added, and the mixturewas extracted with CHCl3. The organic layer was washed withbrine, dried over Na2SO4, filtered, and concentrated under reducedpressure. The resulting residue was purified by preparative HPLC toobtain the titled compound 12 as a colorless amorphous (0.024 g,36% yield). HRMS (ESI/APCI dual) for C24H24FN6O2 [M+H]+, calcd:447.1939, found: 447.1923; LC-MS t = 0.87 min, [M+H]+ = 447.Please see the Supplementary data for pictures of 500 MHz 1Hand 125 MHz 13C NMR spectra in CDCl3 at 25 C.

Statistics shows that 1088994-22-2 is playing an increasingly important role. we look forward to future research findings about 5-Methyl-2-(pyrimidin-2-yl)benzoicacid.

Reference:
Article; Futamura, Aya; Nozawa, Dai; Araki, Yuko; Tamura, Yunoshin; Tokura, Seiken; Kawamoto, Hiroshi; Tokumaru, Yuichi; Kakihara, Sora; Aoki, Takeshi; Ohtake, Norikazu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5203 – 5215;,
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Pyrimidine – Wikipedia

Sources of common compounds: 39876-88-5

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 39876-88-5, 4-Chlorobenzofuro[3,2-d]pyrimidine.

Reference of 39876-88-5, 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 39876-88-5, name is 4-Chlorobenzofuro[3,2-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

N-(3-(9H-carbazol-3-yl)phenyl)-N-phenyldibenzo[b,d]furan-2-amine (2.5 g, 5.0 mmol) and sodium hydride (0.34 g, 8.5 mmol) were mixed in 30 mL of dry DMF. The solution was stirred for 1 hour at room temperature. 4-chlorobenzofuro[3,2-d]pyrimidine (1.9 g, 9.5 mmol) was added. The mixture was stirred overnight under nitrogen. The reaction mixture was poured into water and the precipitate was filtered. The residue was then purified by column chromatography using THF:hexane (1:3, v/v) as the eluent. 2.4 g (74%) of a pale yellow solid was obtained as the product.

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 39876-88-5, 4-Chlorobenzofuro[3,2-d]pyrimidine.

Reference:
Patent; Universal Display Corporation; Joseph, Scott; Kwang, Raymond; Lee, Chi Hang; Shia, Chuan Jun; Ram, SiV Cheung; (131 pag.)KR2015/9461; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
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Analyzing the synthesis route of 22276-95-5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22276-95-5, its application will become more common.

Application of 22276-95-5, 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. 22276-95-5, name is 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

METHOD L; 7-Benzenesulfonyl-5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine; [0192] To a slurry of the product from Method K (4.1 g/0.018 mol) in DMF (15 mL) and cooled to 0[deg.] C. was added 1.0 g (0.025 mol) of 60% sodium hydride in mineral oil and the resulting mixture stirred at 0[deg.] C. for 15 minutes. Benzenesulfonyl chloride (3.2 g/0.018 mol) was added, the reaction mixture warmed to room temperature and stirred for 2 hours. Water was then added (15 mL) and the resulting solid removed by filtration and dried in vacuo affording 5.9 grams (89%) of the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22276-95-5, its application will become more common.

Reference:
Patent; Pfizer Inc.; US6635762; (2003); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia