Day: September 24, 2021

Application of 332133-92-3, 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.332133-92-3, name is 4-(Tributylstannyl)pyrimidine, molecular formula is C16H30N2Sn, molecular weight is 369.1328, as common compound, the synthetic route is as follows.

A solution of compound 5 (175 mg, 0.19 mmol), compound 51 (103 mg, 0.28 mmol), Pd(PPh3)4 (22 mg, 0.02 mmol) in 1,4-dioxane (4 mL) was microwaved at 100 C for 40 minutes, LC-MS showed that the start materials was consumed up, stopped the reaction, poured into a mixture of DCM (60 mL) and H20 (50 mL), filtered through a pad of celite, the organic layer was separated, washed with brine, dried over anhydrous Na2S04, concentrate in vacuo, the residue was purified by column (DCM/MeOH 100/1 to 40/1) to give compound 52 (9 mg, 11% yield) as a white solid. MS (ESI) (M/Z): [M+H]+ =402.1

The chemical industry reduces the impact on the environment during synthesis 332133-92-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ZHANG, Hai-Jun; (63 pag.)WO2018/217439; (2018); 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.5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, molecular formula is C5H3Cl2N3O, molecular weight is 192.0028, as common compound, the synthetic route is as follows.Recommanded Product: 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde

l-(2-hydrazinylethyl)-4-(4-(2-methoxyethoxy)phenyl)piperazine (5) (1.0 eq.) and sodium carbonate (1.1 eq.) were added to acetonitrile (40 mL) and stirred at 25-30 C. A solution of 2-amino-4,6-dichloropyrimidine-5-carboxaldehyde (4) (1 eq.) in acetonitrile (15 mL) was added. The reaction mixture was heated to 80 C and stirred with periodic TLC or HPLC monitoring. After completion of the reaction (16 h), the mixture was cooled to 20- 25 C, filtered and concentrated under reduced pressure. The crude product is pure enough for use in the next step or it can be purified by chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; MAPI PHARMA LTD.; MAROM, Ehud; MIZHIRITSKII, Michael; RUBNOV, Shai; WO2012/127472; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 32779-36-5, name is 5-Bromo-2-chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 5-Bromo-2-chloropyrimidine

The subtitle compound was prepared following a method by Takahashi et al., Chem.Pharm. Bull, 1958, 6, 334-337. To a solution of 5-bromo-2-chloropyrimidine (1.0 g, 5.2mmol) in EtOH was added sodium methanethiolate (0.36 g, 5.2 mmol) at roomtemperature and the reaction mixture was stirred overnight. The mixture was partitionedbetween EtOAc (15 mL) and water (10 mL). The aqueous layer was extracted twice withEtOAc and washed with brine. The combined organic layers were dried and concentratedto give the subtitle compound as a white solid (1.1 g).^-NMR (CD3OD): 5 8.66 (2H, s); 2.54 (3H, s).APCI-MS m/z: 204/206 1:1 [MH+].

With the rapid development of chemical substances, we look forward to future research findings about 32779-36-5.

Reference:
Patent; ASTRAZENECA AB; WO2006/4532; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 56844-12-3, Adding some certain compound to certain chemical reactions, such as: 56844-12-3, name is 6-Bromo-4-chlorothieno[2,3-d]pyrimidine,molecular formula is C6H2BrClN2S, 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 56844-12-3.

General procedure: Compound 1 (1.00 g, 4.01 mmol) was mixed with the benzylamine (12.03 mmol) and 1-butanol (3.5 mL) and agitated at 145 C for 18-24 h. Then the mixture was cooled to rt, diluted with water (50 mL) and diethyl ether (150 mL) or EtOAc (150 mL). After phase separation, the water phase was extracted with more diethyl ether (2 × 50 mL) or EtOAc (2 × 50 mL). The combined organic phases were washed with saturated aq NaCl solution (50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo, before the crude oil was dried under reduced pressure to constant weight to remove excess benzylamine. The compounds were purified by silica-gel column chromatography or crystallized as specified for each individual compound

According to the analysis of related databases, 56844-12-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bugge, Steffen; Kaspersen, Svein Jacob; Larsen, Synne; Nonstad, Unni; Bj°rk°y, Geir; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 354 – 374;,
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. 33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Safety of 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde

(2) A solution of 2,4-dichlorobenzylamine(1.89 g) and triethylamine(1.36 g) in methanol(10 mL) was added dropwise to a solution of 4,6-dichloro-2-methylsulfanylpyridine-5-carboaldehyde(2.0 g) in methanol(80 mL) cooled at 0C. The reaction mixture was stirred at room temperature for an hour, an aqueous saturated sodium bicarbonate solution and ethyl acetate were added thereto, and the organic layer was separated. The organic layer was dried and the solvent was concentrated. Diisopropyl ether and hexane were added to the residue and the precipitates were filtered and dried to give 4-chloro-6-(2,4-dichlorobenzylamino)-2-methylsulfanylpyrimidine-5-carboaldehyde(2.88 g) as a colorless powder. APCI-MS(m/e):362/364[M+H]+.

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, 33097-11-9, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP1970373; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 123240-66-4, name is N-(4,6-Dichloropyrimidin-5-yl)formamide, the common compound, a new synthetic route is introduced below. Safety of N-(4,6-Dichloropyrimidin-5-yl)formamide

4,6-Dichloro-5-formamidopyrimidine 20 (0.6 g; 3.3 mmol) andDIPEA (1.8 mL; 10.4 mmol) were added to a solution of 3-amino-1-trityloxymethylphospholane 1-oxide 16 (1.0 g; 2.6 mmol) in nbutanol(25 mL). The reaction mixturewas stirred for 40 h at 130 Cand evaporated. The residue was treated 5 days at r.t. with aqueousammonia/acetonitrile 1/1 (25 mL) and evaporated. The crudeadenine derivativewas treated at 60 C for 16 h with 80% acetic acidin water (100 mL), diluted with water (100 mL) and treated withDowex 50 (H form, 5 g). The resinwas filtered off andwashed withmethanol (100 mL) and water (100 mL). The product was washedoff of the resin with 5% aqueous ammonia (100 mL), evaporated,purified by preparative HPLC (elution with gradient of 0e20%methanol in water) and freeze-dried from water to yield 0.37 g(54%) of white lyofilisate.IR nmax (KBr) 3316, 3153, 2925, 2855, 1650, 1605, 1574, 1485,1425, 1335, 1310, 1212, 1174, 1146, 1081, 796, 730, 644.HRMS (FAB) calcd for C10H15N5O2P (M H) 268.0963, found268.0962.

The synthetic route of 123240-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pav, Ond?ej; Bud??insky, Milo?; Rosenberg, Ivan; Tetrahedron; vol. 73; 34; (2017); p. 5220 – 5228;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route 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.

EXAMPLE 107; 4-(7-(benzyloxy)-lH-benzordlimidazol-2-yl)-l-(lH-pyrazolor3,4-dlpyrimidin-4- yl)piperidin-4-amine107 A. Methyl 4-(tert-butoxycarbonylamino)-l-(lH-pyrazolor3,4-dlpyrimidin-4- yl)piperidine-4-carboxylateTriethylamine (25.3 mL, 181.81 mmol) was added in one portion to a stirred suspension of methyl 4-(t°t-butoxycarbonylamino)piperidine-4-carboxylate (10.80 g, 41.82 mmol) and 4-chloro-lH-pyrazolo[3,4-d]pyrimidine (5.62 g, 36.36 mmol)** in ethanol (175 mL) at 2O0C under nitrogen. The resulting solution was stirred at 2O0C for 30 minutes and at 5O0C for 10 minutes. The solution was filtered and the filtrate was evaporated. The crude product was purified by flash silica chromatography, elution gradient 2 to 8% MeOH in DCM. Pure fractions were evaporated to dryness to afford methyl 4-(tert- butoxycarbonylamino)- 1 -( 1 H-pyrazo Io [3 ,4-d]pyrimidin-4-yl)piperidine-4-carboxylate (9.94 g, 72.6 %) as a cream dry film, m/z (ESI+) M+ = 377; HPLC tR = 1.24 min; IH NMR (399.9 MHz, DMSO-d6) delta 1.41 (9H, s), 1.92 – 1.97 (2H, m), 2.07 – 2.10 (2H, m), 3.57 (2H, m), 3.63 (3H, s), 4.34 (IH, s), 7.53 (IH, s), 8.24 (IH, s), 8.30 (IH, s), 13.52 (IH, s).H= * Commercially available from Chontech (catalogue number: 07044)

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; ASTEX THERAPEUTICS LIMITED; THE INSTITUTE OF CANCER RESEARCH:ROYAL CANCER HOSPITAL; CANCER RESEARCH TECHNOLOGY LIMITED; ASTRAZENECA AB; WO2008/75109; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 63200-54-4, name is 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine, the common compound, a new synthetic route is introduced below. Computed Properties of C6H3Cl2N3

General procedure: 2,4-dichloro-1H-pyrrolo[3,2-d]pyridine (5) was dissolved in a solution of 1:1 THF:DMF underN2. Sodium hydride (60% suspension in oil) was added directly, and the mixture was stirredat room temperature for 1 h. Appropriate halogenated reagent (methanesulfonyl chloride (6),2-nitrobenzenesulfonyl chloride (7), 2,4,6-Triisopropylbenzenesulfonyl chloride (8), benzyl bromide(9), 2,4-dichlorobenzyl bromide (10), 4-methoxybenzyl chloride (11), acetyl chloride (12), isobutyrylchloride (13), diphenylcarbamyl chloride (14), iodoethane (15)) was added and the mixture was stirredat r.t. for 18 h. The solvent was removed and residue dissolved in EtOAc and washed with waterand brine, then dried over MgSO4. Organics were loaded onto Celite and product purified usingsilica column chromatography eluting with 4:1 hexanes:EtOAc or 9:1 DCM:MeOH to obtain product,generally as a white to o-white solid.

The synthetic route of 63200-54-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cawrse, Brian M.; Robinson, Nia’mani M.; Lee, Nina C.; Wilson, Gerald M.; Seley-Radtke, Katherine L.; Molecules; vol. 24; 14; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 60025-09-4 ,Some common heterocyclic compound, 60025-09-4, molecular formula is C5H3ClN4, 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: To the solution of 44 (200 mg, 0.664 mmol, 1.1 eq) in t-BuOH(4 mL) were added 6-chloro-9H-purine (93 mg, 0.604 mmol, 1.0 eq)and DIPEA (149 mL, 0.906 mmol, 1.5 eq). The resultant mixture was stirred at 80 C under N2 atmosphere for 8 h and concentrated in vacuo. To the residue was added DCM, and the mixture was washed successively with saturated NaHCO3 solution, dilute hydrochloric acid (0.5 N) and brine. The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. Flash column chromatography utilizing EA/PE (1:1e3:1) and EA/AcOH (80:1) as the eluent afforded a light yellow oil. It was then dissolved in DCM, and the resulting solution was washed successively with saturated NaHCO3 solution, brine, dried over anhydrous Na2SO4, and concentrated in vacuo to afford 3-(1-((9H-purin-6-yl)amino)ethyl)-2-phenyl-2Hbenzo[e][1,2,4]thiadiazine 1,1-dioxide 55 as a light yellow solid.Yield 28%;

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. 60025-09-4, 4-Amino-6-chloropyrimidine-5-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ma, Xiaodong; Wei, Jun; Wang, Chang; Gu, Dongyan; Hu, Yongzhou; Sheng, Rong; European Journal of Medicinal Chemistry; vol. 170; (2019); p. 112 – 125;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 14394-70-8, name is 2-Chloro-5-methylpyrimidin-4-amine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H6ClN3

[0401] A mixture of intermediate 66 (0.90 g, 2.96 mmol), 2-chloro-5-methyl-pyrimidin-4- ylamine (0.33 g, 2.28 mmol), Pd2(dba)3 (0.21 g, 0.23 mmol), Xantphos (0.264 g, 0.46 mmol) and cesium carbonate (2.2 g, 6.8 mmol) were suspended in dioxane (15 mL), sealed in a microwave reaction tube and irradiated with microwaves at 160 C for 15 min. The reaction mixture was cooled to room temperature and centrifuged down. The reaction was decanted and the organic phase concentrated in vacuo. The residue was purified on silica gel column to afford the title compound as a white solid (0.12 g, 14%).

The synthetic route of 14394-70-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia