Day: May 24, 2021

Adding a certain compound to certain chemical reactions, such as: 6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine, 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, Product Details of 6693-08-9, blongs to pyrimidines compound. Product Details of 6693-08-9

2,4,6-trichloro-5-fluoropyrimidine (2.21 g, 8.78 mmol),(+/-)-trans-3-aminobicyclo[2.2.2]octane-2-carboxylic acid methyl ester (1.75 g, 8.78 mmol)And K2CO3 (2.43 g, 17.60 mmol) was suspended in DMF (5 mL).The resulting suspension was stirred at room temperature overnight. The reaction was quenched by the addition of H 2 O (100 mL).The resulting mixture was extracted with ethyl acetate (50 mL×3).The combined organic phases were washed with saturated brine (80 mL×3).Dry over anhydrous sodium sulfate, filter, and concentrate the filtrate under reduced pressure.The residue was purified by silica gel column chromatography (EtOAc (EtOAc)The title compound was obtained as a white solid(2.71 g, 89%).

The synthetic route of 6693-08-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Yi Kai; Lei Yibo; Wang Yejun; Zhang Yingjun; (138 pag.)CN108276401; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 153435-63-3, 2-(Tributylstannyl)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, 153435-63-3, blongs to pyrimidines compound. Formula: C16H30N2Sn

General procedure: Intermediates (D19-22 and D25-31) (1 mmol) were dissolved in dry DMF (15 ml/mmol) under nitrogen atmosphere, then CsF (2 mmol), CuI (0.2 mmol), [Ph3P]4Pd (0.1 mmol) and pyrimidine-2-tributylstannane (1.5 mmol; prepared according to Eur. J. Org. Chem. 2003, 1711-1721) were added. The mixture was warmed at 130 C. for 10 minutes (microwave), then poured in aqueous saturated solution of NH4Cl and extracted with AcOEt (3×50 ml). The organic layers were combined, dried (Na2SO4) and concentrated under vacuum; the crude mixture was purified by silica gel column chromatography (Cyclohexane 100% to Cyclohexane/Acetone 8/2 or Cyclohexane 100% to cyclohexane/AcOEt 2/8) to give the title compounds.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153435-63-3, its application will become more common.

Reference:
Patent; Stasi, Luigi Piero; Rovati, Lucio Claudio; US2015/65523; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 6299-85-0, 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. 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate, molecular formula is C6H4Cl2N2O2, 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.

Methyl 2,6-dichloropyrimidine-4-carboxylate (1.00 g, 4.83 mmol) and [4- (trifluoromethoxy)phenyl]boronic acid (895 mg, 4.35 mmol) were dissolved in 20 ml. dioxane, sodium carbonate (7.2 ml_, 2.0 M, 14 mmol) and tetrakis(triphenylphosphine)palladium(0) (558 mg, 483 pmol) were added. The mixture was stirred for 2h at 90C. The reaction mixture was filtered and the precipitate was washed with DCM to give the title compound as a salt (2.47 g, 4.65 mmol, 60% purity).LC-MS (Method 1 ): Rt = 0.71 min; MS (ESIpos): m/z = 319 [M+H]+H-NMR (400MHz, DMSO-d6): d [ppm]= 7.57 (dd, 2H), 8.35 – 8.44 (m, 2H), 8.54 (s, 1 H)2-Chloro-6-[4-(trifluoromethoxy)phenyl]pyrimidine-4-carboxylic acid (1 1.2 g, 66 % purity, 23.2 mmol) and (3-fluorophenyl)boronic acid (4.88 g, 34.8 mmol) were solubilised in 1 ,4-dioxane (170 ml) and aqueous sodium carbonate (35 ml, 2.0 M, 70 mmol) was added. The reaction mixture was sparged with argon and palladiumtetrakis (2.68 g, 2.32 mmol) was added. The mixture was stirred for 5h at 80C. The mixture was evaporated and the residue was stirred in HCI (1 M) overnight and the solid was filtered, washed with water and dried under reduced pressure at 60C. The solid was then stirred in DCM/EtOH overnight, filtered, washed with DCM and dried under reduced pressure to give 3.89 g (98 % purity, 43 % yield) of the title compound that was used without further purification.LC-MS (method 2): Rt = 1.42 min; MS (ESIneg): m/z = 377 [M-H]1H-NMR (400MHz, DMSO-d6): d [ppm]= 7.35 – 7.42 (m, 1 H), 7.55 (d, 2H), 7.61 (td, 1 H), 8.1 1 (s, 1 H), 8.23 – 8.29 (m, 1 H), 8.36 – 8.41 (m, 1 H), 8.43 – 8.49 (m, 2H).

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 6299-85-0, Methyl 2,6-dichloropyrimidine-4-carboxylate.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; LEFRANC, Julien; SCHMEES, Norbert; ROeHN, Ulrike; ZORN, Ludwig; GUeNTHER, Judith; GUTCHER, Ilona; ROeSE, Lars; BADER, Benjamin; STOeCKIGT, Detlef; PLATTEN, Michael; (111 pag.)WO2019/101647; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 767-15-7, 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. 767-15-7, name is 2-Amino-4,6-dimethylpyrimidine, molecular formula is C6H9N3, 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 solution of 4,6-Dimethyl-pyhmidin-2-ylamine (25 g, 200 mmol) in 400 ml_ of CH2CI2 was added dropwise a solution of hydroxylamine-2,4,6-Trimethyl- benzenesulfonate (105 g, 488 mmol) in 300 ml_ of CH2CI2 at 0°C, and the mixture was stirred at 0°C for 1 hour and filtered. The solid collected was washed with CH2CI2 (100 ml_) to give 1 -Amino-4,6-dimethyl-1 H-pyrimidin-2-ylidene-ammonium 2,4,6-Trimethyl-benzenesulfonate (40 g, yield:62percent).

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 767-15-7, 2-Amino-4,6-dimethylpyrimidine.

Reference:
Patent; H. LUNDBECK A/S; PUeSCHL, Ask; NIELSEN, Jacob; KEHLER, Jan; KILBURN, John, Paul; MARIGO, Mauro; LANGGARD, Morten; WO2011/72694; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 7627-39-6, 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. 7627-39-6, name is 2,4-Dichloro-5-(ethoxymethyl)pyrimidine. A new synthetic method of this compound is introduced below.

A yellow slurry mixture of (S)-3-hydroxy-10-methyl-9,10,1 1,12-tetrahydro-8H- [1 ,4]diazepino[5?,6? :4, 5]thieno[3 ,2-f]quinolin-8-one (30 g, 100 mmol), 2,4-dichloro-5- (ethoxymethyl)pyrimidine (24.90 g, 120 mmol), and potassium carbonate (325 mesh) (16.96 g, 120 mmol) in DMSO (150 ml, 2114 mmol) and THF (150 ml, 1831 mmol) was stirred at ambient temperature for 5 – 10 minutes, followed by heating at 40 – 45 C for at least 16 hours with sufficient agitation (350 – 400 rpm). The yellow/tan slurry mixture was then cooled to 20 – 25 C, and filtered over 9 g of Celite (prewetted with 15 mL of THF). The yellow filtrate (400 ml) was transferred back to the visually clean jacketed flask along with 240 mL of THF, and was heated to 40-45 C over 30 minutes. To the mixture was charged 150 mL of 10 wt% aqueous NaC1, stirred for 5 minutes and settled for phase split. After the bottom aqueous phase was removed, 150 mL of THF and 150 mL of 10 wt% aqueous NaC1 were charged and stirred at 40- 45 C for 5 minutes. The aqueous phase was removed again. Then, 90 mL of THF and 50 mL of 10 wt% aqueous NaC1 were charged, maintaining the batch temp at 40-45 C (lower temp will make product crystallize out). The aqueous phase was removed and the remaining organic portion was distilled under atmospheric pressure at 65-70 C to 300 ml. The batch was seeded with 200 mg of the product and the resulting mixture was aged for one hour. Then the batch was distilled with addition of isopropanol (600 ml) at a rate sufficient to maintain a constant batch volume. The slurry was cooled from 70 C to 22 C over 4 hours, hold at 22 C for 16 hours and filtered, washed with 3 x 30 mL of IPA, and dried in a vacuum oven at 40-45 C for 12-16 hours to afford compound? as a yellow solid (41.1 g, 87% yield); HPLC: Waters Ascentis Express C-18 HPLC column, 10 cm X 4.6 tm, 1 mL/min, 234 nm, gradient at 100% 0.1% H3P04 to 100% CH3CN in 10 mm, then hold at 100% CH3CN for 5 mm): tR= 6.40 mm (99.0%). ?H NMR (300 IVIHz, DMSO-d6) ppm 1.13 – 1.27 (m, 6 H) 3.42-3.54 (m, 2 H) 3.57-3.70 (m, 3 H) 4.66 (s, 2 H) 7.18 (brt, J=5.18 Hz, 1 H) 7.64 (d, J=9.08 Hz, 1 H) 7.87 (d, J=8.89 Hz, 1 H)8.12 – 8.23 (m, 2 H) 8.72 (s, 1 H) 9.37 (d, J=9. 17 Hz, 1 H); ?3C NMR (75 IVIFIz, DMSO-d6) ppm 15.47, 19.12, 48.46, 52.39, 64.02, 66.28, 114.87, 115.10, 119.60, 124.30, 126.49, 126.75, 127.7, 135.77, 139.30, 145.00, 145.84, 156.32, 158.02, 160.48, 164.52, 167.37. LC/IVIS m/e=470. Anal. Calcd. for C22H20N503SC1: C, 56.23; H, 4.29; N, 14.90; S, 6.82; Cl, 7.54. Found: C, 55.87; H, 4.33; N, 14.61; S, 6.60.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7627-39-6, 2,4-Dichloro-5-(ethoxymethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CELGENE CAR LLC; FEIGELSON, Gregg Brian; GEHERTY, Maryll, E.; HEID, JR., Richard Martin; KOTHARE, Mohit; MAN, Hon-Wah; RUCHELMAN, Alexander L.; TRAVERSE, John F.; YONG, Kelvin Hin-Yeong; ZHANG, Chengmin; (123 pag.)WO2018/170203; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1146629-75-5, 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. 1146629-75-5, name is (4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate. A new synthetic method of this compound is introduced below.

To the quenched reaction mixture, which contains crude POM-protected chlorodeazapurine (17) made as described above, was added 1-(1-ethoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) -1H-pyrazole (4, 200 g, 0.75 mol, 1.10 equiv) and solid potassium carbonate (K2CO3, 189 g, 1.37 mol, 2.0 equiv) at room temperature. The resulting mixture was degassed by passing a stream of nitrogen through the solution for 15 minutes before being treated with tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4, 7.9 g, 0.68 mmol, 0.01 equiv) and the resulting reaction mixture was heated at reflux (about 82 C.) for 10 hours. When the reaction was deemed complete by TLC (1:1 hexanes/ethyl acetate) and LCMS, the reaction mixture was cooled to room temperature, diluted with ethyl acetate (2 L) and water (1 L). The two layers were separated, and the aqueous layer was extracted with ethyl acetate (500 mL). The combined organic layers were washed with water (2×1 L) and brine (1 L) before being concentrated under reduced pressure to afford crude {4-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl pivalate (18) as a pale-yellow oil, which was directly used in the subsequent de-protection reaction without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1146629-75-5, (4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; US2009/233903; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 257280-25-4, 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 257280-25-4, name is 5-Bromo-2-phenoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

5-Bromo-2-phenoxypyrimidine (Formula 12-2, 412 mg, 1.64 mmol) synthesized in Step 1 was dissolved in THF (10 ml), cooled to -78 C, and 1.6M n-butyl Lithium (1.85 ml, 2.95 mmol, 1.8 eq) was added dropwise. Then, after stirring for 1 hour at the same temperature, triisopropylborate (0.762 ml, 3.28 mmol, 2 eq) was added dropwise at the same temperature. The reaction mixture was stirred at the same temperature for 1 hour, then raised to 0 C. and 4.5M aqueous potassium hydrogendifluoride solution (1.1 ml, 4.92 mmol, 3 eq) was added dropwise. The reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, the solvent was removed under reduced pressure. Thereafter, the reaction mixture was dissolved in methanol and filtered, and the filtrate was reduced under reduced pressure to obtain a target compound (Formula 12-3).

According to the analysis of related databases, 257280-25-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dae Caliber Buk Peak Medical Industry Promotion Foundation; Establishment Am Center; Song Min-su; Im Chun-yeong; Park Ga-yeong; Go Eun-bi; Kang Ji-hui; Woo Seo-yeon; Kim Sung-hyeon; Hwang Hui-jong; Lee Eun-hye; Kim Hyo-ji; Kim Su-yeol; (155 pag.)KR2019/109007; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3001-72-7, 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. 3001-72-7, name is 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine. A new synthetic method of this compound is introduced below.

General procedure: The p-nitrophenyl carbonate derivative (0.3 g) was dissolved in AR grade THF (5 mL) at room temperature and DBU or DBN (2 equiv) was added. The temperature of the reaction mixture was raised to 60 C and stirring was continued for 1 h. After completion, the reaction mixture was extracted with ethyl acetate (2 × 30 mL), the organic layer washed with saturated NaHCO3 solution, water, brine and dried over anhydrous Na2SO4. Thesolvent was evaporated and the crude compound was purified by column chromatography

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3001-72-7, its application will become more common.

Reference:
Article; Vangala, Madhuri; Shinde, Ganesh P.; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2086 – 2092;,
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. Computed Properties of C5HCl3N2O

General procedure: 2-Aminothiazole (1 g, 0.01 mol), DMAP (80 mg) and TEA (4 ml) were dissolved in THF (30 ml), and compound 7 (4.2 g, 0.02 mol) in THF (30 ml) was added dropwise with stirring. The mixture was stirred until 2-aminothiazole was disappeared. The mixture was filtered, and the solvent was removed in vacuo. Crude products were purified by flash chromatography on silica gel and yellow solid (compound 8, 550 mg) was obtained, yield 20%.

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:
Article; Zhang, Leilei; Hu, Shengquan; Lei, Lei; Zhang, Yuliang; Zhang, Lijing; Song, Hongrui; Shen, Zhufang; Feng, Zhiqiang; Letters in drug design and discovery; vol. 14; 3; (2017); p. 252 – 261;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 23002-51-9, Adding some certain compound to certain chemical reactions, such as: 23002-51-9, name is 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine,molecular formula is C5H3ClN4, 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 23002-51-9.

To a mixture of 6-chloro-1H-pyrazolo[3,4-d]pyrimidine (2.0 g, 12.9 mmol), potassium carbonate (3.6 g, 25.9 mmol) in N,N-dimethylformamide (20 mL) was added 2-(trimethylsilyl)ethoxymethyl chloride (2.6 g, 15.5 mmol). The reaction mixture was stirred at 25 C. for 2 h and poured into water (100 mL). The resulting mixture was extracted with ethyl acetate (3*100 mL). The combined organic layers were washed with water (100 mL), brine (100 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 100-200 mesh, 0 to 20% ethyl acetate in petroleum ether) to afford 6-chloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-d]pyrimidine (2.8 g, 76%) as a yellow oil. LCMS RT=2.112 min, m/z=285.2 [M+H]+ ECMS (0 to 60% acetonitrile in water+0.03% trifluoroacetic acid over 2 mins) retention time 2.112 mm, ESI+ found [M+H]=285.2.

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. 23002-51-9, 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Genentech, Inc.; Patel, Snahel; Hamilton, Gregory; (73 pag.)US2018/170927; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia