Category: 33097-11-9

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

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

Synthetic Route of 33097-11-9, 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.33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, molecular formula is C6H4Cl2N2OS, molecular weight is 223.0798, as common compound, the synthetic route is as follows.

To a solution of pyrimidine (1.55 g, 7.0 mmol) from step (a) in THF (20 mL) was added Et3N (1.5 equiv, 10.5 mmol, 1.5 mL). The solution was then cooled to 00C, followed by dropwise addition of ethyl-2-mercapto -acetate (1 equiv, 0.77 mL). The mixture was stirred for Ih at 00C. After this time, the reaction was concentrated, triturated with hexanes and filtered. The mother liquor was concentrated and subjected to silica gel chromatography (88:12 hexanes/ethyl acetate). Concentration of the desired fractions afforded 1.6g of the desired compound as a white solid (5.2 mmol, 75%). 1H NMR (CDCl3, 300 MHz) delta 10.43 (s, IH), 4.22 (q, 2H, J=7.2 Hz), 3.90 (s, 2H), 2.60 (s, 3H), 1.28 (t, 3H, J=7.2 Hz). CHN CaIcM fOr CiOHi1ClN2O3S2: C, 39.15; H, 3.61; N, 9.13. Found: C, 39.29; H, 3.50; N, 9.05.

Statistics shows that 33097-11-9 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2007/84560; (2007); A2;,
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. 33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, molecular formula is C6H4Cl2N2OS, 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. HPLC of Formula: C6H4Cl2N2OS

Step 2. Preparation of 4-Chloro-6-methylsulfanyl-]H-pyrazolo[3,4-d]pyrimidine 4,6-Dichloro-2-methylsulfanyl-pyrimidine-5-carbaldehyde (7.54 g, 0.0338 mol) was added to 80 mL of dioxane and stirred for 10 minutes at room temperature. Diisopropyl ethylamine (6.03 mL, 0.0340 mol) was added and the mixture was cooled in an ice bath with stirring for 10 minutes. Anhydrous hydrazine (1.08 mL, 0.0338 mmol) was added dropwise over three minutes, and stirring was continued for an additional five minutes. The ice bath was removed, and the reaction ixture was heated to reflux with stirring for two hours. The reaction mixture was then stirred at room temperature for 16 hours. The reaction mixture was concentrated under reduced pressure, and the residue was added to 20 mL of 2 N HCl and 100 mL EtOAc. The resulting suspension was stirred and filtered, ad the solid was washed with water followed by EtOAc. The organic phase of the filtrate was collected, and the aqueous phase was extracted three times with 150 mL EtOAc. The combined organic phases were dried (MgSO4), filtered, and the filtrate was evaporated under reduced pressure. The resulting solid was washed with diethyl ether/hexanes (1:1) and the solid was dried to provide 3.13 g of crude 4-Chloro-6-methylsulfanyl-1H-pyrazolo[3,4-d]pyrimidine. Mass Spec. M+H =201.

With the rapid development of chemical substances, we look forward to future research findings about 33097-11-9.

Reference:
Patent; Arora, Nidhi; Billedeau, Roland Joseph; Dewdney, Nolan James; Gabriel, Tobias; Goldstein, David Michael; O’Yang, Counde; Soth, Michael; US2005/197340; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 33097-11-9, 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.33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, molecular formula is C6H4Cl2N2OS, molecular weight is 223.0798, as common compound, the synthetic route is as follows.

Example 1; 4-Chloro-2-methylsulfanyl-8-(4-trifluoromethyl-phenyl)-8H- A solution of 4,<5-dichloro-2-methylsulfanyl-pyrimidine-5~ carbaldehyde (LOg, 4.5mmol) and Et3N (1.26mL, 9.0mmol) in TEtaF (25mL) was mixed with 4~trifluoromethylaniline (0.62mL, 4.9mmol). The resultant mixture was stirred at room temperature for 2 hours before bis(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)- EPO phosphonate (0.95mL, 4.5mmol) was added. After stirring at room temperature for additional 12 hours, the mixture was diluted with dichloromethane (5OmL) and washed with H2O (2 x 25mL). The organic layer was dried over Na2SO4, filtered and concentrated. This crude product was further purified by washing with a mixture of THF / Hexane (1 : 3, 2 x 1OmL) to provide the title compound (1.17g, 70%): MS (ES) m/z 372 (M+H)+; 1H-NMR(CDCl3) delta 2.18 (s, 3H), 6.79 (d, J= 9.8 Hz, IH), 7.40(d, J= 8.4 Hz, 2H), 7.83 (d, J= 8.4 Hz, 2H), 8.03 (d, J= 9.8 Hz, IH).

Statistics shows that 33097-11-9 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/104917; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 33097-11-9 ,Some common heterocyclic compound, 33097-11-9, molecular formula is C6H4Cl2N2OS, 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 a stirred solution of aldehyde 1 (1.0mmol, 1equiv) in 3mL DMF was added enamine 2 (1.15equiv) followed by addition of a few drops of satd ethereal HCl. (0027) Except for 6d: Mixture was stirred at ambient temperature for period of time indicated in Table 1. After removing of solvent (50C/5 Torr) the residue was stirred with water (10mL) for 1h, crystals were filtered and dried at 110C/5 Torr to give compound 6 with purity?94%. Recrystallization from DMF can be used for purification, if necessary. (0028) For 6d: After stirring for 20h the additional portion of enamine 4d (0.15equiv) was added and the mixture was left at ambient temperature for 4 days. After removing of solvent (50C/5 Torr) the residue was dissolved in CHCl3 (30mL), washed with water, satd NaHCO3 and brine. Compound 6d was isolated using column chromatography on silica (EtOAc-nHexane 1:1, Rf?0.25).

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. 33097-11-9, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chizhova, Maria E.; Bakulina, Olga Yu.; Ivanov, Alexander Yu.; Lobanov, Pavel S.; Dar’in, Dmitrii V.; Tetrahedron; vol. 71; 36; (2015); p. 6196 – 6203;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 33097-11-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 33097-11-9 as follows.

To a mixture of 5-methyl-lH-pyrazol-3-amine (1.44 g, 14.84 mmol), DIEA (2.19 mL, 12.57 mmol) and KI (380 mg, 2.28 mmol) in DMF (13 mL) was added 4,6-dichloro-2-(methylthio)pyrimidine-5-carbaldehyde (2.55 g, 1 1.43 mmol). The mixture was stirred at rt for 3 h and then water was added. The suspended solid was collected by filtration and dried to afford crude 4-chloro-6-((5- methyl-lH-pyrazol-3-yl)amino)-2-(methylthio)pyrimidine-5-carbaldehyde (3.74 g, quantitative) as a light orange powder, which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33097-11-9, its application will become more common.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; CHAO, Qi; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; WO2012/30924; (2012); 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. 33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, the common compound, a new synthetic route is introduced below. name: 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde

To the solution of phosphorus oxy chloride (65 mL, 0.70 mol) in trichloroethylene (46.5 mL) was added DMF (25 mL, 0.32 mol) slowly to keep the temperature between 5 0C to 10 0C. The solution was then warmed up to room temperature before 6-hydroxy-2-(methylthio)-4(lH)- pyrimidinone (25 g, 0.16 mol) was added in portions. The resultant reaction mixture was heated at 80 0C overnight followed by concentration under vacuum. The resulting slurry like residue was poured into ice, stirred for 2 hours then filtered to afford the crude product. The crude product was further purified by recrystalization with hexane to afford 4,6-dichloro-2-(methylthio)-5- pyrimidinecarbaldehyde (21.3 g , 61%). 1H-NMR (CDCl3) delta 2.66 (s, 3 eta), 10.4 (s, 1 eta).To a solution of 4,6-dichloro-2-(methylthio)-5-pyrimidinecarbaldehyde (10.0 g, 44.8 mmol) in TetaF (250 mL) was added 2,6-difluoroaniline (5.35 mL, 49.3 mmol, 1.1 eq) followed by Et3N (12.6 mL, 89.6 mmol, 2 eq). The reaction mixture was heated to 550C for about 22 h before concentrated. The slurry was re-dissolved in DCM (250 mL) and washed with H2O (2 x 100 mL), then concentrated and further washed with acetone (2 x 10 mL) to give 9.87 g (70 %) of pure 4- chloro-6-[(2,6-difluorophenyl)amino]-2-(methylthio)-5-pyrimidinecarbaldehyde. LC-MS m/z 316 (M+H)+.A solution of 4-chloro-6-[(2,6-difluorophenyl)amino]-2-(methylthio)-5- pyrimidinecarbaldehyde (200 mg, 0.63 mmol) in DMF (4.0 mL) and acetic anhydride (2.0 mL) was heated with a microwave (16O0C) for about 30 minutes. The resultant mixture was then concentrated. Flash chromatography (EtOAc / Hexane, 1 : 5) provided the title compound (109 mg, 51%): LC-MS m/z 340 (M+H)+.

The synthetic route of 33097-11-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/147103; (2007); A2;,
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. 33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, the common compound, a new synthetic route is introduced below. COA of Formula: C6H4Cl2N2OS

4,6-Dichloro-2-methylsulfanyl-pyrimidine-5-carbaldehyde (7.54 g, 0.0338 mol) was added to 80 mL of dioxane and stirred for 10 minutes at room temperature. Diisopropyl ethylamine (6.03 mL, 0.0340 mol) was added and the mixture was cooled in an ice bath with stirring for 10 minutes. Anhydrous hydrazine (1.08 mL, 0.0338 mmol) was added dropwise over three minutes, and stirring was continued for an additional five minutes. The ice bath was removed, and the reaction ixture was heated to reflux with stirring for two hours. The reaction mixture was then stirred at room temperature for 16 hours. The reaction mixture was concentrated under reduced pressure, and the residue was added to 20 mL of 2 N HCl and 100 mL EtOAc. The resulting suspension was stirred and filtered, ad the solid was washed with water followed by EtOAc. The organic phase of the filtrate was collected, and the aqueous phase was extracted three times with 150 mL EtOAc. The combined organic phases were dried (MgSO4), filtered, and the filtrate was evaporated under reduced pressure. The resulting solid was washed with diethyl ether/hexanes (1:1) and the solid was dried to provide 3.13 g of crude 4-Chloro-6-methylsulfanyl-1H-pyrazolo[3,4-d]pyrimidine. Mass Spec. M+H=201.

The synthetic route of 33097-11-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Roche Palo Alto LLC; US2005/203091; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 33097-11-9, 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. 33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, molecular formula is C6H4Cl2N2OS, 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.

General procedure: To a stirred solution of aldehyde 1 (1.0mmol, 1equiv) in 3mL DMF was added enamine 2 (1.15equiv) followed by addition of a few drops of satd ethereal HCl. (0027) Except for 6d: Mixture was stirred at ambient temperature for period of time indicated in Table 1. After removing of solvent (50C/5 Torr) the residue was stirred with water (10mL) for 1h, crystals were filtered and dried at 110C/5 Torr to give compound 6 with purity?94%. Recrystallization from DMF can be used for purification, if necessary. (0028) For 6d: After stirring for 20h the additional portion of enamine 4d (0.15equiv) was added and the mixture was left at ambient temperature for 4 days. After removing of solvent (50C/5 Torr) the residue was dissolved in CHCl3 (30mL), washed with water, satd NaHCO3 and brine. Compound 6d was isolated using column chromatography on silica (EtOAc-nHexane 1:1, Rf?0.25).

According to the analysis of related databases, 33097-11-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chizhova, Maria E.; Bakulina, Olga Yu.; Ivanov, Alexander Yu.; Lobanov, Pavel S.; Dar’in, Dmitrii V.; Tetrahedron; vol. 71; 36; (2015); p. 6196 – 6203;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia