Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 5734-64-5, 4-Chloro-6-methoxypyrimidin-2-amine, 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, Application In Synthesis of 4-Chloro-6-methoxypyrimidin-2-amine, blongs to pyrimidines compound. Application In Synthesis of 4-Chloro-6-methoxypyrimidin-2-amine

1.6 g (0.01 mol) of 2-amino-4-chloro-6-methoxypyrimidine are dissolved in 30 ml of dichloromethane, and 2.7 g (0.01 mol) of 1-pyrrolidinosulfonylethylsulfonyl isocyanate (Example 3b) in 30 ml of dichloromethane are added dropwise at room temperature. After the mixture has been stirred for 3 hours at room temperature, the organic phase is washed with 2N HCl and water, dried and evaporated. Trituration of the crude product with diethyl ether gives 30 g (70% of theory) of 3-(4-chloro-6-methoxypyrimidin-2-yl)-1-(1-pyrrolidinosulfonylethylsulfonyl)urea of melting point 158-160 C.

The synthetic route of 5734-64-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Aktiengesellschaft; US5223017; (1993); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 62968-37-0, 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.62968-37-0, name is 4-(2-Chloropyrimidin-4-yl)morpholine, molecular formula is C8H10ClN3O, molecular weight is 199.64, as common compound, the synthetic route is as follows.

General procedure: Compound 12 (0.088g, 0.173mmol), a 2M solution of sodium carbonate (0.520mL, 1.039mmol) in water, tetrakis(triphenylphosphine)palladium(0) (0.014g, 0.012mmol), dimethoxyethane (2mL), ethanol (1.3mL) and the respective morpholine substituted pyrimidine (0.190mmol) were added together and heated to 85C for 12h. The resulting mixture was concentrated under reduced pressure and the product was separated by silica column chromatography (hexanes/ethyl acetate) and purified by reverse phase chromatography (water/acetonitrile).

The chemical industry reduces the impact on the environment during synthesis 62968-37-0, I believe this compound will play a more active role in future production and life.

Reference:
Article; Woodring, Jennifer L.; Bachovchin, Kelly A.; Brady, Kimberly G.; Gallerstein, Mitchell F.; Erath, Jessey; Tanghe, Scott; Leed, Susan E.; Rodriguez, Ana; Mensa-Wilmot, Kojo; Sciotti, Richard J.; Pollastri, Michael P.; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 446 – 459;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 2434-53-9, 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. 2434-53-9, name is 6-Amino-1-methylpyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

General procedure: A solution of 6-aminouracils 1 (1.0mmol), alpha-azidochalcones 2 (1.0mmol), and NEt3 (0.5mmol) in DMF (4mL) was heated at 50C for 30min. After completion of the reaction which was monitored by TLC, the mixture was cooled down to room temperature. Then, water (10mL) was added to the mixture and extracted three times with EtOAc (3¡Á15mL). The combined organic extracts were washed with brine, dried over Na2SO4 and then concentrated. The precipitate was filtered and washed with Et2O to afford pure product 3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2434-53-9, 6-Amino-1-methylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Article; Adib, Mehdi; Peytam, Fariba; Rahmanian-Jazi, Mahmoud; Mahernia, Shabnam; Bijanzadeh, Hamid Reza; Jahani, Mehdi; Mohammadi-Khanaposhtani, Maryam; Imanparast, Somaye; Faramarzi, Mohammad Ali; Mahdavi, Mohammad; Larijani, Bagher; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 353 – 363;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 13418-77-4 , The common heterocyclic compound, 13418-77-4, name is 2-Amino-5-methoxypyrimidine, molecular formula is C5H7N3O, 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.

General procedure: Isoquinolin-3-amine (3.23 g, 22.4 mmol) was added to a solution of 1,1′-thiocarbonyldipyridin-2(1H)-one (5.20 g, 22.4 mmol) in dichloromethane (50 mL) at room temperature. The reaction was stirred for 2 h, then purified by flash chromatography on silica gel (0-10% ethyl acetate in hexanes). Product fractions were combined and concentrated in vacuo to give 3-isothiocyanatoisoquinoline(3.9 g, 93 %) as a white solid.

The synthetic route of 13418-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Iwuagwu, Christiana; King, Dalton; McDonald, Ivar M.; Cook, James; Zusi, F. Christopher; Hill, Matthew D.; Mate, Robert A.; Fang, Haiquan; Knox, Ronald; Gallagher, Lizbeth; Post-Munson Amy Easton, Debra; Miller, Regina; Benitex, Yulia; Siuciak, Judy; Lodge, Nicholas; Zaczek, Robert; Morgan, Daniel; Bristow, Linda; Macor, John E.; Olson, Richard E.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 5; (2017); p. 1261 – 1266;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 63200-54-4, Adding some certain compound to certain chemical reactions, such as: 63200-54-4, name is 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine,molecular formula is C6H3Cl2N3, 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 63200-54-4.

Preparative Example 1.1 2,4-dichloro-5-(4-(trifluoromethyl)benzyl)-5H- pyrrolo[3,2-d]pyrimidine A suspension of 2,4-dichloro-5H-pyrrolo[3,2-d]pyhmidine (310 mg, 1 .65 mmol), potassium carbonate (456 mg, 3.30 mmol) and 4-(trifluoromethyl)benzyl bromide (0.26 mL, 1 .65 mmol) in DMA (2 mL) was stirred at room temperature for 5 days. The reaction mixture was partitioned between EtOAc and water. The organic layer was collected, dried over sodium sulfate, filtered, and then concentrated under reduced pressure. The residue was purified by silica gel chromatography (0- 60% ethyl acetate/hexanes, linear gradient) to afford 2,4-dichloro-5-(4- (trifluoromethyl)benzyl)-5H-pyrrolo[3,2-d]pyrimidine. MS ESI calc’d for Ci4H8Cl2F3N3 [M + H]+ 346, found 346.

According to the analysis of related databases, 63200-54-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DINSMORE, Christopher; FRADERA LLINAS, Francesc Xavier; KUDALE, Amit Ashokrao; MACHACEK, Michelle; REUTERSHAN, Michael Hale; THOMPSON, Christopher Francis; TROTTER, B. Wesley; YANG, Liping; ALTMAN, Michael, D.; BOGEN, Stephane, L.; DOLL, Ronald, J.; VOSS, Matthew, E.; WO2014/100071; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5466-43-3, 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 5466-43-3, name is 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 2,4-dichlorofuro[3,2-d]pyrimidine (la) (0.71 g, 3.74 mmol; CAS 956034- 07-4) in 2-Propanol (20 mL) was added DIPEA (1.63 mL, 9.36 mmol), 1-methyl-1H-imidazol-4-amine hydrochloride (0.5 g, 3.74 mmol) and heated at reflux for 24 h. The reaction mixture was concentrated in vacuum to dryness and the residue obtained was triturated with water. The solid obtained was collected by filtration and dried in vacuum to afford 2-chloro-N-(l-methyl-lH-imidazol-4-yl)furo[3,2-d]pyrimidin-4-amine (lb) (550 mg,59 % yield) as brown solid; NMR (300 MHz, DMSO-^) delta 10.89 (s, 1H, D20exchangeable), 8.35 (d, J = 2.1 Hz, 1H), 7.52 (d, J = 1.6 Hz, 1H), 7.39 (d, J = 1.3 Hz, 1H), 7.03 (d, J = 2.1 Hz, 1H), 3.71 (s, 3H); MS (ES+): 250.3 (M+l), 272.3, 274.3 (M+Na), (ES-): 248.2 (M-l).

According to the analysis of related databases, 5466-43-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 20090-58-8, 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.20090-58-8, name is 4-Chloro-5-methylpyrimidin-2-amine, molecular formula is C5H6ClN3, molecular weight is 143.5742, as common compound, the synthetic route is as follows.

To a solution of 4-chloro-5-methylpyrimidin-2-amine (25 mg, 0.17 mmol) in Dioxane (0.5 ml) were added 2,2-dimethylpropane-l,3-diol (19.95 mg, 0.19 mmol) and NaH 60% dispersion in mineral oil (13.93 mg, 0.34 mmol) and the resulting mixture was stirred at 60 C overnight. The mixture was quenched with 6N HCl (0.058 ml, 0.34 mmol) and the volatiles were removed under reduced pressure. The residue was purified by mass-triggered preparative HPLC (Mobile phase: A = 0.1% TFA/H2O, B = 0.1% TFA/MeCN; Gradient: B = 10 – 50%; 12 min; Column: C18) to give 3-((2-amino-5-methylpyrimidin-4-yl)oxy)-2,2-dimethylpropan-l-ol (5.2 mg, 0.025 mmol, 14% yield) as a white solid. MS (ES+) C10H17N3O2 requires: 211, found: 212 [M+H]+. NMR (600 MHz, de-DMSO) delta: 8.04 (brs, 2H), 7.95 (s, 1H), 4.68 (brs, 1H), 4.13 (brs, 2H), 3.26 (s, 2H), 1.97 (s, 3H), 0.92 (s, 6H).

Statistics shows that 20090-58-8 is playing an increasingly important role. we look forward to future research findings about 4-Chloro-5-methylpyrimidin-2-amine.

Reference:
Patent; BOARD OF REGENTS, UNIVERSITY OF TEXAS SYSTEM; LEWIS, Richard, Thomas; JONES, Philip; PETROCCHI, Alessia; REYNA, Naphtali; HAMILTON, Matthew, Michael; LEO, Elisabetta; (74 pag.)WO2016/145383; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]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, Safety of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, blongs to pyrimidines compound. Safety of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine

Take about 1 mmol of 7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine and about 3 mmol1-(4-fluorobenzyl)-1H-indole-5-carbonitrile and added to a 10 mL microwave reaction tube.Adding 2 mL of hexafluoroisopropanol solvent and about 0.1 mmol of bistrifluoromethanesulfonimide catalyst, sealing and stirring to 100 C and reacting for about 6 h;Then, the reaction system was monitored by TLC. After the reaction system was cooled to room temperature, it was separated and purified by column chromatography to obtain pure compound e1.The compound e1 is a yellow solid, and the yield is about 86% by detection.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Zheng Yichao; Yuan Shuo; Shen Dandan; (27 pag.)CN109020976; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5399-92-8, 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. 5399-92-8, name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine. A new synthetic method of this compound is introduced below.

Slowly add a solution of DIPEA (63g, 0.488mol, Chinese name: N, N-diisopropylethylamine) in THF (50mL) at -20 C to SM (50g, 0.324mol) and 2- (trimethyl In a mixed solution of silyl) ethoxymethyl chloride (62 g, 0.39 mol, SEMCl) in DMF (50 mL) and THF (200 mL), after stirring at -20 C for 3 hours, water was added to quench it, and ethyl acetate Ester extraction, drying the organic phase, filtering, and concentrating to obtain the crude product, which was purified by flash column using petroleum ether and ethyl acetate (v / v = 1/1) as eluent to obtain pale yellow oil A-1 (45g, 0.158 mol, yield: 32.6%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5399-92-8, 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Hangzhou Ao Jin Bio-pharmaceutical Co., Ltd.; Yin Jianming; (18 pag.)CN110446713; (2019); A;,
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.22536-66-9, name is 2-Chloropyrimidine-4-carboxamide, molecular formula is C5H4ClN3O, molecular weight is 157.5578, as common compound, the synthetic route is as follows.HPLC of Formula: C5H4ClN3O

To a 5 mL vial containing a stir bar, 3-(2-aminopyrimidin-5-yl)-6-cyclobutyl-2-fluorophenol (80 mg, 0.31 mmol) and 2-chloropyrimidine (41 mg, 0.34 mmol) were added Cs2CO3 (203 mg, 0.62 mmol) and DMSO (0.8 mL). The resultant mixture was stirred at 120 Celsius for approximately 1 hour via microwave irradiation. The reaction mixture was cooled to room temperature before passing the mixture through a syringe filter and subjecting the filtrate to FCC to afford the title compound (81 mg, 78%). The title compound was prepared using conditions similar to those described in Example 160 heating at 80 Celsius via microwave radiation for 2 hours and using 2-chloropyrimidine-4-carboxamide. MS (ESI): mass calcd. for C19H17FN6O2, 380.14; m/z found, 381.0 [M+H]+. 1H NMR (400 MHz, DMSO-d6) delta 8.81 (d, J=4.9, 1H), 8.44 (s, 2H), 8.21 (s, 1H), 7.98 (s, 1H), 7.77 (d, J=4.9, 1H), 7.52-7.42 (m, 1H), 7.30 (d, J=8.2, 1H), 6.89 (s, 2H), 3.63-3.51 (m, 1H), 2.15-2.00 (m, 4H), 1.99-1.84 (m, 1H), 1.81-1.68 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22536-66-9, 2-Chloropyrimidine-4-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Eccles, Wendy; Fitzgerald, Anne E.; Hack, Michael D.; Hawryluk, Natalie A.; Jones, William M.; Keith, John M.; Krawczuk, Paul; Lebsack, Alec D.; Liu, Jing; Mani, Neelakandha S.; McClure, Kelly J.; Meduna, Steven P.; Rosen, Mark D.; US2014/221310; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia