Tag: M.W:200-300

Synthetic Route of 183438-24-6, 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.183438-24-6, name is 5-Bromo-2-iodopyrimidine, molecular formula is C4H2BrIN2, molecular weight is 284.88, as common compound, the synthetic route is as follows.

A mixture consisting of 5-bromo-2-iodopyrimidine (Bridge Organics, 10.0 g, 35.1 mmol), benzene boronic acid (Alfa Aesar, 4.25 g, 35.1 mmol), tetrakis(triphenylphosphine)palladium (Strem, 0.405 g, 0.351 mmol), toluene (150 mL), and a 2 M aqueous sodium carbonate solution (35 mL) was stirred at 115 C. (degrees Celsius) under a nitrogen atmosphere for 16 hours. After cooling to room temperature, the mixture was partitioned between chloroform (250 mL) and brine (200 mL). The phases were separated and the organic phase was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give an orange oil (9.1 g). The crude product was purified by flash silica column chromatography. Elution through a 500-g Analogix flash silica cartridge with 100% hexanes afforded the title intermediate as a white solid (3.15 g, 38% yield). Rf 0.69 with 9:1 v/v hexanes-ethyl acetate; 1H-NMR (400 MHz; CDCl3) delta 8.83 (s, 2H), 8.44-8.38 (m, 2H), 7.52-7.46 (m, 3H); MS (APCI+) m/z 236.9 (M+1).

The chemical industry reduces the impact on the environment during synthesis 183438-24-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CAYMAN CHEMICAL COMPANY; US2010/75990; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde, molecular formula is C5HCl3N2O, 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. Application In Synthesis of 2,4,6-Trichloropyrimidine-5-carbaldehyde

To 2,4,6-trichloropyrimidine-5-carbaldehyde (582 mg, 2.75 mmol) in EtOH (7 mL) at -78 °C under argon was added 4-(2- hydrazinylethyl)morpholine hydrochloride (0.5 g, 2.75 mmol) followed by dropwise addition of TEA (1.72 mL, 12.37 mmol). The mixture was stirred at -78 °C for 2 h, then at 0 °C for 2 h. The mixture was concentrated under reduced pressure onto Celite and purified by silica gel chromatography eluting with 0-12percent MeOH in DCM to afford 4-(2-(4,6-dichloro-lH-pyrazolo[3,4-d]pyrimidin-l-yl)ethyl)morpholine (242 mg, 29percent) as a solid. LCMS (ESI) m/z 302 (M + H)+.

With the rapid development of chemical substances, we look forward to future research findings about 50270-27-4.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; CHAO, Qi; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; WO2012/30924; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1088994-22-2, name is 5-Methyl-2-(pyrimidin-2-yl)benzoicacid, molecular formula is C12H10N2O2, 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. COA of Formula: C12H10N2O2

General procedure: 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).

With the rapid development of chemical substances, we look forward to future research findings about 1088994-22-2.

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1032452-86-0, 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. 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole. A new synthetic method of this compound is introduced below.

Intermediate 6: N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1-methylindol-3-yl)pyrimidin-2-amine To a 1 L three-neck flask equipped with mechanical agitation, were added 500 mL 1,4-dioxane and 30 g 3-(2-chloropyrimidin-4-yl)-1-methylindole (intermediate 7), 30 g p-toluenesulfonic acid and 46 g 4-fluoro-2-methoxy-5-nitroaniline were added while stirring, then the resultant solid-liquid suspension was heated to 95 to 102C and reacted for 3 h. After the result of TLC showed that the reaction was complete, the mixture was cooled to 60C, diluted conc. aqueous ammonia was added dropwise, pH was adjusted, then cooled to 10 to 15C and stirred for 30 min, filtered, the filter cake was washed with 5% NaHCO3 solution once, then cold ethanol once, filtered out and dried at 50C to deliver 47 g product, yield 74%, which was used directly in the next step without purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1032452-86-0, its application will become more common.

Reference:
Patent; Changzhou Runnor Biological Technology Co., Ltd; ZHU, Xiaoyun; JIANG, Mingyu; JI, Aining; (21 pag.)EP3181559; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 22177-99-7, 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. 22177-99-7, name is 4-(6-Chloro-2-methylpyrimidin-4-yl)morpholine, molecular formula is C9H12ClN3O, 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.

(2-Methyl-6-morpholin-4-yl-pyrimidin-4-yl)-hydrazine A mixture of hydrazine monohydrate (150 ml, 3.09 mmol) and 4-(6-chloro-2-methyl-pyrimidin-4-yl)-morpholine (300 mg, 1.40 mmol) in EtOH (3 ml) was heated under reflux overnight. Additional hydrazine monohydrate (200 ml, 4.20 mmol) was added and the reaction was heated under reflux for a further 24 h. The reaction was allowed to cool to room temperature. The resulting precipitate was collected by filtration to give the title compound (246 mg, 84% yield).

According to the analysis of related databases, 22177-99-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VIFOR (INTERNATIONAL) AG; US2012/202806; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 696-07-1, 5-Iodouracil, 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: C4H3IN2O2, blongs to pyrimidines compound. HPLC of Formula: C4H3IN2O2

General procedure: In a typical experiment Pd(OAc)2, triphenylphosphine, iodouracil derivatives (1, 5), amine nucleophiles (a-g) and triethylamine were used in the same amount as above and were dissolved in 10mL of DMF under argon in a 100mL autoclave. The atmosphere was changed to carbon dioxide and the autoclave was pressurized to the given pressure with carbon monoxide. (Caution: High pressure carbon monoxide should only be used with adequate ventilation (hood) using CO sensors as well.) The reaction was conducted for the given reaction time upon stirring at 50C. After the given reaction time the reaction mixture was cooled to room temperature and the autoclave was carefully depressurized in a well-ventilated hood. The product mixture was analysed by GC and GC-MS. The work-up of the reaction mixture was identical to that discussed for the atmospheric experiments. 3.4.1 5-(N-tert-Butylglyoxylamido)uracil (3a) Yield: 175mg (73%), Off white powder, m.p. 270-271C; Rf (15% MeOH/CHCl3) 0.65. deltaH (500MHz, DMSO-d6) 11.82 (1H, br s, NH), 11.42 (1H, br s, NH), 8.20 (1H, s, NHCH), 7.98 (1H, s, CONH), 1.31 (9H, 3 x (CH)3). deltaC NMR (125.7MHz) 186.6, 165.7, 161.3, 150.9, 150.6, 108.8, 51.1, 28.7. IR (KBr, nu (cm-1)): 3375 (NH), 1734, 1700, 1669 (CO), 1653 (Amide I.), 1616 (C=C), 1499 (Amide II.); MS m/z (rel. int.): 238 (100, [M-H]-), MS/MS (rel. int.) 238 (19), 223 (10), 195 (32), 123 (8), 111 (100).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,696-07-1, 5-Iodouracil, and friends who are interested can also refer to it.

Reference:
Article; Kollar, Laszlo; Varga, Marta Georgina; Doernyei, Agnes; Takacs, Attila; Tetrahedron; vol. 75; 33; (2019); p. 4632 – 4639;,
Pyrimidine | C4H4N2 – PubChem,
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. 26830-94-4, name is 2,6-Dichloropyrimidine-4-carbonyl chloride. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5HCl3N2O

To a solution of bicyclo[1 .1 .1 ]pentan-1 -amine (1-146) (4 g, 48.2 mmol) in dry THF (300 mL) was added in portions NaH (60% in oil, 5.8 g, 145 mmol) at 0 C under a nitrogen atmosphere. After the addition was completed, the mixture was stirred at 0 C for 30 min. 2,6-dichloropyrimidine-4- carbonyl chloride (1-158) (70% of purity, 21 .8 g, 72.3 mmol) was added dropwise into the reaction mixture. Upon completion of the addition, the reaction mixture was stirred at room temperature for 2 hr. TLC (petroleum ether/EtOAc = 10:1 , Rf ~ 0.6) indicated the reaction was complete. The mixture was quenched by adding AcOH (~40 mL) dropwise at 10 C. The reaction mixture was then filtered off, and washed with EtOAc (100 mL). The filtrate was concentrated. The residue was first neutralized (until no more bubbles formed) with saturated NaHCOs, and then filtered off. The filtrate was extracted with EtOAc (3 x 200 mL). The combined organic layers were washed with brine (2 x 200 mL), dried over Na2S04, and concentrated. The residue was purified by column chromatography on silica gel (petroleum ether to petroleum ether/EtOAc = 300:1 , Rf ~ 0.6 in 10 : 1 petroleum ether/EtOAc) to give N- (bicyclo[1 .1 .1 ]pent-1 -yl)-2,6-dichloropyrimidine-4-carboxamide (1-124) (6.5 g, 47%) as a yellow gum, which was used without further purification.

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, 26830-94-4, 2,6-Dichloropyrimidine-4-carbonyl chloride.

Reference:
Patent; PFIZER INC.; JOHNSON, Ted William; RICHARDSON, Paul Francis; COLLINS, Michael Raymond; RICHTER, Daniel Tyler; BURKE, Benjamin Joseph; GAJIWALA, Ketan; NINKOVIC, Sacha; LINTON, Maria Angelica; LE, Phuong Thi Quy; HOFFMAN, Jacqui Elizabeth; (335 pag.)WO2016/97918; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 7627-44-3, Adding some certain compound to certain chemical reactions, such as: 7627-44-3, name is 2,4-Dichloro-5-(iodomethyl)pyrimidine,molecular formula is C5H3Cl2IN2, 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 7627-44-3.

Step 4: Intermediate 4 [00356j A mixture of Intermediate 3 (15.0 g, 47.9 mmol), 3,5-dimethoxyaniline (8.80 g, 57.4 mmol), and K2C03 (14.4 g, 104 mmol) in acetone (150 mL) was stirred at ambient temperature overnight. The solution was cooled in an ice-water bath and filtered to remove the resultant solid. The filtrate was concentrated and the residue was triturated with EtOH (100 mL) then stirred at 0°C for 30 mm. The precipitate was collected by filtration and dried to afford 9.40 g of the title compound. MS mlz: 314.2 (M+Hj. ?H NMR (400 MHz, CDC13): oe 3.73 (s, 6H), 4.22 (br s, 1H), 4.40 (s, 2H), 5.74 (d, 2H), 5.94 (t, 1H), 8.53 (s, 1H).

According to the analysis of related databases, 7627-44-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CELGENE AVILOMICS RESEARCH, INC.; SANOFI; D’AGOSTINO, Laura Akullian; SJIN, Robert Tjin Tham; NIU, Deqiang; MCDONALD, Joseph John; ZHU, Zhendong; LIU, Haibo; MAZDIYASNI, Hormoz; PETTER, Russell C.; SINGH, Juswinder; BARRAGUE, Matthieu; GROSS, Alexandre; MUNSON, Mark; HARVEY, Darren; SCHOLTE, Andrew; MANIAR, Sachin; WO2014/144737; (2014); A1;,
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. 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide. A new synthetic method of this compound is introduced below., SDS of cas: 1211443-61-6

General procedure: tert-butyl (3-((4aminophenyl)sulfonamido)propyl)carbamate (4a, 560mg, 1.70mmol),2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (6,497mg, 1.70mmol),Pd(OAc)2 (30mg, 0.1equiv), BINAP (63mg, 0.06equiv), Cs2CO3(1.11g, 3.40mmol) were dissolved in 1,4-dioxane and degassed with argon for 5 min.The resulted mixture was heated to 105 C for 7 h. After monitored by TLC toobserve completion of reaction, the reaction mixture was filtered through Celite aftercooling to 25 C, then the solvents were removed in vacuo. The crude product waspurified by silica gel column chromatography to afford intermediates 7a in 42% yieldaswhite solid.

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, 1211443-61-6, 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide.

Reference:
Article; Wang, Xin; Yu, Chenhua; Wang, Cheng; Ma, Yakun; Wang, Tianqi; Li, Yao; Huang, Zhi; Zhou, Manqian; Sun, Peiqing; Zheng, Jianyu; Yang, Shengyong; Fan, Yan; Xiang, Rong; European Journal of Medicinal Chemistry; vol. 181; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 85979-59-5, 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.85979-59-5, name is 2-Chloro-4-(4-fluoro-phenyl)-pyrimidine, molecular formula is C10H6ClFN2, molecular weight is 208.62, as common compound, the synthetic route is as follows.

General procedure: To a stirred mixture of appropriate alcohol (1.0 mmol) and Cs2CO3 (651 mg, 2.0 mmol) in dimethyl sulphoxide (5 ml) was added appropriate heteroaryl halide (1.2 mmol) and mixture was stirred for 12-16 h at 80 C. The reaction mixture was cooled to room temperature and diluted with water (20 ml). The mixture was extracted with ethyl acetate (2 x 50 ml) and the combined organic extracts were washed with water (2 x 50 ml) and dried over anhydrous sodium sulphate. The solvent was evaporated under reduced pressure and the residue thus obtained was purified by flash silica gel column chromatography using 30-40 % ethyl acetate and petroleum ether as eluent to yield the heteroaryl ethers.

The chemical industry reduces the impact on the environment during synthesis 85979-59-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Das, Sanjib; Harde, Rajendra L.; Shelke, Dnyaneshwar E.; Khairatkar-Joshi, Neelima; Bajpai, Malini; Sapalya, Ratika S.; Surve, Harshada V.; Gudi, Girish S.; Pattem, Rambabu; Behera, Dayanidhi B.; Jadhav, Satyawan B.; Thomas, Abraham; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2073 – 2078;,
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Pyrimidine – Wikipedia