Day: August 5, 2021

Synthetic Route of 4983-28-2, 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 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

j0399j 2-Chloropyrimidin-5-ol (200 mg, 1.53 mmol), 1-bromo-2-methoxyethane (0.158 mL, 1.69 mmol) and potassium carbonate (423.5 mg 3.06 mmol) were suspended in anhydrous NN-dimethylformamicle (5 mL) and heated 10 50 °C in a nitrogen almosphere for 16 hours. The solvents were removed in vacuo and the residue was partitioned between ethyl acetate (50 mL) and water (30 mL), the aqueous was extracted with ethyl acetate (2 x 30 niL) and the conbilled organics washed with brine (20 mL), dried over anhydrous sodium sulfate, filtered and concentrated to give the title compound 244 mg (yield 85percent) as off-white translucent crystals. &i NMR (500 MHz, DMSO) 8.55 (s, 2F1), 4.37 ?4.21 (m, 2H), 3.78 ? 3.59 (m, 2H), 3.30 (s, 3H). Tr(METCRI278) = 1.36 mill, (Est) (M+Na)t 189.

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 4983-28-2, 2-Chloro-5-hydroxypyrimidine.

Reference:
Patent; CHDI FOUNDATION, INC.; DOMINGUEZ, Celia; WITYAK, John; BARD, Jonathan; KISELYOV, Alex; BROWN, Christopher, John; GALAN, Sebastien, Rene Gabriel; PRIME, Michael, Edward; GILES, Paul, Richard; GADOULEAU, Elise, Luciennen Paulette; KRUeLLE, Thomas, Martin; CLARK-FREW, Daniel; JOHNSON, Peter, David; SCHAERTL, Sabine; HERRMANN, Frank; GRIMM, Steffen, Kaspar; KAHMANN, Jan, Dirk; SCHEICH, Christoph; COE, Samuel; HAYES, Sarah; (271 pag.)WO2016/33445; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.573675-29-3, name is 7-Bromopyrido[3,2-d]pyrimidin-4(3H)-one, molecular formula is C7H4BrN3O, molecular weight is 226.0302, as common compound, the synthetic route is as follows.category: pyrimidines

7-Bromopyrido[3,2-d]pyrimidin-4-ol (1.02 g, 4.51 mmol) was suspended in dry toluene (80 mL) under nitrogen. Phosphorus oxychloride (5.0 mL, 54.6 mmol) was added and the mixture heated to reflux under nitrogen. After 5 hours the reaction was cooled to RT. The solution was placed in a water bath and saturated sodium bicarbonate (50 mL) was added slowly with strong stirring. After 45 minutes the phases were separated and the organic evaporated to dryness under reduced pressure. The crude 7-bromo-4-chloropyrido[3,2-d]pyrimidine (0.46 g, 1.89 mmol, 42% yield) was used without further purification. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 8.59 (d, J=1.96 Hz, 1H) 9.11-9.15 (m, 2H). LC/MS (ESI+) m/z=243.8 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,573675-29-3, 7-Bromopyrido[3,2-d]pyrimidin-4(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; LEWIS, Richard T.; ALLEN, Jennifer R.; BROWN, James; GUZMAN-PEREZ, Angel; HUA, Zihao; JUDD, Ted; LIU, Qingyian; OLIVIERI, Philip R.; ROMERO, Karina; SCHENKEL, Laurie; STELLWAGEN, John; WHITE, Ryan; US2015/38497; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 49845-33-2 ,Some common heterocyclic compound, 49845-33-2, molecular formula is C4HCl2N3O2, 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 mixture of 2,4-dichloro-5-nitropyrimidine (4) (50.0 g, 258 mmol) and 3*HCl (55.5 g, 284 mmol) in toluene (500 mL) was added NaHCO3 (54.1 g, 644 mmol), and the mixture was stirred at 85-95 C for 3 h under N2 atmosphere. After cooling to room temperature, the mixture was filtered and insoluble matter was washed with toluene (50 mL). To the combined filtrate was added H2O (250 mL), and the layers were separated. To the organic layer were added EtOAc (250 mL) and 1 M HCl (250 mL), and the layers were separated. The organic layer was concentrated in vacuo until the weight of the mixture became approximately 100 g. To this mixture was added 2-propanol (250 mL), and the mixture was concentrated in vacuo again until the weight of the mixture became approximately 100 g. To the resulting mixture were added 2-propanol (200 mL) and seed crystals of 5 (50.0 mg), and the mixture was stirred at 20-30 C for 1 h. The mixture was cooled to 0-10 C and stirred for 1 h, and then filtrated. Wet solids were washed with 2-propanol/H2O (1:1, 100 mL) and dried in vacuo at 50 C to give 5 (59.7 g, 73%) as a yellow solid. Mp 89-91 C; 1H NMR (600 MHz, CDCl3) delta 1.07 (t, J = 7.6 Hz, 3H), 1.31 (d, J = 6.4 Hz, 3H), 1.36 (d, J = 6.4 Hz, 3H), 1.86-2.04 (m, 1H), 2.37-2.56 (m, 1H), 3.55 (dt, J = 13.1, 6.5 Hz, 1H), 3.75 (s, 3H), 3.78 (t, J = 6.8 Hz, 1H), 8.63 (s, 1H); 13C NMR (151 MHz, CDCl3) delta 12.0, 19.5, 21.6, 23.2, 52.5, 53.7, 58.8, 131.0, 153.5, 156.5, 159.4, 170.8; IR (ATR) 1739, 1572, 1543, 1513, 1466, 1439, 1374, 1345, 1311, 1215, 1197, 1180, 1165, 1084, 993, 912, 866, 767, 559, 445 cm-1; HRMS (ESI): [M+H]+ calcd for C12H18ClN4O4, 317.1011; found, 317.1008. Optical purity: 99.9% ee (chiral HPLC condition A).

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. 49845-33-2, 2,4-Dichloro-5-nitropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ishimoto, Kazuhisa; Nakaoka, Keiichiro; Yabe, Osamu; Nishiguchi, Atsuko; Ikemoto, Tomomi; Tetrahedron; vol. 74; 39; (2018); p. 5779 – 5790;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5750-76-5, 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

The compound of formula (3) (1.9 g, 1 eq), under nitrogen protection, The compound of the formula (2) (4.75 g, 2.5 eq) and 1,8-diazabicyclo [5.4.0]undec-7-ene (0.76 g, 0.5 eq) were added to tetrahydrofuran (3.8 g). The temperature is raised to 80 C, and after the reaction is completed, it is naturally cooled to 40 C. Add isopropanol (7.6g) and stir for 12 hours, then cool to room temperature. The colorizone intermediate compound of formula (1) (0.88 g) was obtained by suction filtration.

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 5750-76-5, 2,4,5-Trichloropyrimidine.

Reference:
Patent; Suzhou Baker Biological Technology Co., Ltd.; Li Suyang; Xu Qinxia; Cheng Qingming; (5 pag.)CN108707120; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 2164-66-1, 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. 2164-66-1, name is Methyl 2-aminopyrimidine-4-carboxylate. A new synthetic method of this compound is introduced below.

2-Amino-4-methoxycarbonylpyrimidine (3.0g, 20mmol, Reference Compound No.3-1) was suspended in a mixture solvent of ethanol (150mL) and dichloromethane (20mL), then sodium borohydride (2.2g, 59mmol) was added thereto at room temperature, and the whole was stirred for 24 hours. Acetone (20mL) was added gradually under ice-cooling, and then 2M hydrochloric acid was added until the bubbles were no longer formed. Saturated aqueous sodium hydrogencarbonate solution was added to adjust the pH of the reaction mixture to 8, and the precipitated solid was filtered out. The filtrate was concentrated under reduced pressure, then suspended in a 10percent methanol-chloroform solution, and the mixture was filtered again with silica gel (5.0g). The filtrate was evaporated under reduced pressure, the precipitated solid was filterd off with ethyl acetate, and dried under reduced pressure to give 1.8g of the title Reference Compound as a pale yellow solid (Yield: 73percent) 1H-NMR (400MHz, DMSO-d6) delta 4.30(s,2H),5.35(s,1H),6.48(s,2H),6.65(d,J = 4.9 Hz,1H),8.19(d,J = 4.9 Hz,1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2164-66-1, its application will become more common.

Reference:
Patent; SANTEN PHARMACEUTICAL CO., LTD.; EP1864977; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 84905-80-6, 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.84905-80-6, name is 4-Chloro-5H-pyrrolo[3,2-d]pyrimidine, molecular formula is C6H4ClN3, molecular weight is 153.57, as common compound, the synthetic route is as follows.

To a solution of 4-chloro-5H-pyrrolo[3,2-d]pyrimidine (1.0 g), 1-bromo-2-chloroethane (930 mg) in N,N-dimethylformamide (25 mL) was added potassium carbonate (1.5 g), and the mixture was stirred at room temperature for 2 hr. Saturated brine was added to the reaction system under ice-cooling, and the mixture was extracted twice with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was separated and purified by silica gel column chromatography (eluent, hexane:ethyl acetate=1:0?1:1) to give the title compound (806 mg) as yellow crystals. 1H-NMR (DMSO-d6) delta: 3.97-4.06 (2H, m), 4.65-4.76 (2H, m), 6.51 (1H, d, J = 3.0 Hz), 7.72 (1H, d, J = 3.0 Hz), 8.74 (1H, s)

Statistics shows that 84905-80-6 is playing an increasingly important role. we look forward to future research findings about 4-Chloro-5H-pyrrolo[3,2-d]pyrimidine.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2103620; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 39551-54-7, 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. 39551-54-7, name is 2,4-Dichloropyrido[3,2-d]pyrimidine, molecular formula is C7H3Cl2N3, 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.

2,4,-dichloropyrido[3,2-d]pyrimidine (80 mg, 0.39 mmol, 1 equiv.) was treated with THF (10 ml) followed by N,N-diisopropylethylamine (0.28 mL, 1.5 mmol, 4 equiv.), and then (R)-methyl 2-amino-5,5-difluorohexanoate 79C (110 mg, 0.39 mmol, 1 equiv., TFA salt). The reaction mixture was stirred for 1 h to form 79D and then this solution was used directly. LCMS (m/z): 345.11 [M+H]+; tR=1.09 min. on LC/MS Method A.

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 39551-54-7, 2,4-Dichloropyrido[3,2-d]pyrimidine.

Reference:
Patent; Gilead Sciences, Inc.; Aktoudianakis, Evangelos; Chin, Gregory; Mackman, Richard L.; Metobo, Samuel E.; Mish, Michael R.; Pyun, Hyung-jung; Zablocki, Jeff; (175 pag.)US2016/289229; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 7226-23-5 ,Some common heterocyclic compound, 7226-23-5, molecular formula is C6H12N2O, 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.

EXAMPLE 28 3-Cyclopentyl-N-pyridin-2-yl-2-(4-pyridin-3-yl-phenyl)-propionamide A solution of diisopropylamine (17.1 mL, 122.21 mmol) in dry tetrahydrofuran (55 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (18 mL) was cooled to -78 C. under nitrogen and then treated with a 10M solution of n-butyllithium in hexanes (12.2 mL, 122.21 mmol). The yellow reaction mixture was stirred at -78 C. for 30 min and then treated dropwise with a solution of 4-iodophenylacetic acid (15.25 g, 58.19 mmol) in dry tetrahydrofuran (55 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (18 mL). The reaction mixture turned dark in color and was allowed to stir at -78 C. for 45 min, at which time, a solution of iodomethylcyclopentane (13.45 g, 64.02 mmol) in a small amount of dry tetrahydrofuran was added dropwise. The reaction mixture was allowed to warm to 25 C. where it was stirred for 42 h. The reaction mixture was concentrated in vacuo to remove tetrahydrofuran and then quenched with a 10% aqueous hydrochloric acid solution (100 mL). The resulting aqueous layer was extracted with ethyl acetate (3*200 mL). The combined organic extracts were washed with a saturated aqueous sodium chloride solution (1*200 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 3/1 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(4-iodo-phenyl)-propionic acid (13.97 g, 70%) as a cream solid: mp 121-122 C.; EI-HRMS m/e calcd for C14H17IO2 (M+) 344.0273, found 344.0275.

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. 7226-23-5, 1,3-Dimethyltetrahydropyrimidin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Corbett, Wendy L.; Haynes, Nancy-Ellen; Sarabu, Ramakanth; US2002/2190; (2002); 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. 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, molecular formula is C6H5ClN4, 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. Formula: C6H5ClN4

General procedure: A mixture of chloro compound (50 mg) and amine derivative (2 equiv.) in PEG 400 (2 mL) wasstirred at 120 C for 5 min. After completion the reaction was then cooled to room temperature. DCM and water were added and the phases were separated. The aqueous phase was extracted withDCM and the organic phase was dried and filtered. The removal of solvent gave the product as solid.

With the rapid development of chemical substances, we look forward to future research findings about 24415-66-5.

Reference:
Article; Campos, Joana F.; Loubidi, Mohammed; Scherrmann, Marie-Christine; Berteina-Raboin, Sabine; Molecules; vol. 23; 3; (2018);,
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. 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 6-Amino-4-hydroxy-2-mercaptopyrimidine

General procedure: To 1.9 g (20 mmol) of pyrrolidin-2-one in 5 mL of 1,4-dioxane at 0-5C while vigorously stirring was added dropwise 2.74 g (20 mmol) of PCl3. The reactionmixture was stirred for 15 min at 30 and during 10min was gradually added 10 mmol of compounds 4-6 or 10-12 dissolved in minimal amount of 1,4-dioxane. The reaction mixture was stirred for 3 h at 60C, the temperature was raised to 100C and the stirring continued for 15 min more. After cooling 50 mL of ice cold water was added, the solution was filtered from a little amount of precipitate, the filtrate was neutralized with 30% NH4OH and held for one day at 5C. The formed precipitate was filtered off and dried in air.

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, 1004-40-6, 6-Amino-4-hydroxy-2-mercaptopyrimidine.

Reference:
Article; Gasparyan; Alexanyan; Arutyunyan; Kocharov; Martirosyan; Tamazyan; Ayvazyan; Panosyan; Danagulyan; Russian Journal of Organic Chemistry; vol. 52; 11; (2016); p. 1646 – 1653; Zh. Org. Khim.; vol. 52; 11; (2016); p. 1652 – 1658,7;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia