Tag: M.W:200-300

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.130049-82-0, name is 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one, molecular formula is C11H15ClN2O2, molecular weight is 242.7, as common compound, the synthetic route is as follows.Application In Synthesis of 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one

3-(2-chloroethyl-6,7,8,9-tetrahydro-2-methyl-4H-pyrido[l,2-a]pyrimidin-4-one (60 gm, 0.165 mole) was added to acetonitrile (300 ml) at 25-350C and stirred for 10 mins at 25-35C. 6-Fluoro-3-piperidin-4-yl-benzo[d]isoxazole.HCl (55.9 gm,0.218 mole) and sodium carbonate anhydrous (78.8 gm, 0.743 mole) was added to the reaction mass. The reaction mass was then stirred for 10 min at 25-35C and temperature was raised to 60-65C. The reaction mass was then maintained at 60-65C for 30-45 hrs, slowly cooled and maintained at 25-35C for 1 hr. The resultant solid was filtered and treated with water (600 ml) for 1 hr. The solid was again filtered, washed with water and IPA and dried at 40-45C to give 85 gm of Form II of paliperidone.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one, and friends who are interested can also refer to it.

Reference:
Patent; MATRIX LABORATORIES LIMITED; WO2009/44413; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one, 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, 130049-82-0, blongs to pyrimidines compound. Safety of 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one

Example-8 Preparation of 3-(2-chloroethyl)-9-oxo-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one (formula-9) A solution of oxalylchloride (8.8 ml) in dichloromethane (20 ml) was cooled to -65 C. and a solution of dimethyl sulfoxide (6.5 ml) dissolved in dichloromethane (20 ml) was added to it slowly and stirred for 30 min. keeping the temperature at -65 C. a solution of 3-(2-chloroethyl)-9-hydroxy-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one (5 grams) (formula-7) dissolved in dichloromethane (30 ml) was added to it very slowly and stirred for 40 min. Triethyl amine was added to the reaction mixture and then quenched with water. The organic layer was separated, washed with aqueous sodium carbonate and water. The solvent from the organic layer was distilled off under reduced pressure to provide the title compound. Yield: 4.0 grams

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,130049-82-0, its application will become more common.

Reference:
Patent; MSN LABORATORIES LIMITED; US2011/293889; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 18740-39-1, 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.18740-39-1, name is 2,4-Dichlorothieno[2,3-d]pyrimidine, molecular formula is C6H2Cl2N2S, molecular weight is 205.0645, as common compound, the synthetic route is as follows.

To a solution of 2,4-dichlorothieno[2,3-d]pyrimidine (200 mg, 975.31 umol, 1 eq) in i-PrOH (15 mL) was added DIPEA (630.24 mg, 4.88 mmol, 849.38 uL, 5.0 eq) and 2-(lH-indol-3- yl)ethanamine (203.14 mg, 1.27 mmol, 1.3 eq). The mixture was stirred at 50 °C for 3 h. LC-MS showed the starting material was consumed completely and one main peak with desired MS was detected. The reaction mixture was diluted with H2O (15 mL) and extracted with DCM (15 mL x 3). The combined organic layers were dried over Na2S04 filtered and concentrated under reduced pressure to give a residue which was purified by flash silica gel chromatography (ISCO®; 12 g SepaFlash® Silica Flash Column, Eluent of 20-30percent EtOAc/PE gradient (at) 50 mL/min) to give 2-chloro-N-[2-(lH-indol-3-yl)ethyl]thieno[2,3-d]pyrimidin-4-amine (260 mg, 774.90 umol, 79.4percent yield) as a yellow solid. NMR (400 MHz, CD3OD) delta ppm 7.67 (d, J= 7.9 Hz, 1H), 7.40- 7.35 (m, 2H), 7.31 (d, J = 8.2 Hz, 1H), 7.10-7.05 (m, 2H), 7.00-6.93 (m, 1H), 3.86-3.79 (m, 2H), 3.11 (t, J= 7.4 Hz, 2H); ES-LCMS m/z 329.0, 331.0 [M+H]

The chemical industry reduces the impact on the environment during synthesis 18740-39-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; KYN THERAPEUTICS; CASTRO, Alfredo C.; EVANS, Catherine Anne; (632 pag.)WO2018/195397; (2018); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 908240-50-6 ,Some common heterocyclic compound, 908240-50-6, molecular formula is C7H3Cl2N3, 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.

2,4-Dichloropyrido[3,4-d]pyrimidine (49.8 g, 250 mmol),28percent ammonia (94g, 750mmol was added to a flask containing 500mL of ethanol,The reaction was stirred for 48 hours with stirring at room temperature.TLC monitors the endpoint of the reaction.The precipitated solid was filtered, and the ethanol was rinsed.Drying gave Compound 16-1 (27 g, yield 60percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,908240-50-6, its application will become more common.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Sun Entao; Liu Song; Xing Qifeng; Zhang Xianghui; (189 pag.)CN109020975; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 83410-15-5, 4-Chloro-5-iodo-6-methylpyrimidine, 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, Recommanded Product: 4-Chloro-5-iodo-6-methylpyrimidine, blongs to pyrimidines compound. Recommanded Product: 4-Chloro-5-iodo-6-methylpyrimidine

A mixture of 2.38 g (9.73 mmol) A-3, 1.55 g (13.1 mmol) D-10, 53 mg (0.28 mmol) CuI, 0.25 g (0.94 mmol) triphenylphosphine, 0.20 g (0.28 mmol) bis(triphenylphosphine)-palladium(II) chloride and 15.6 mL (112 mmol) triethylamine in 15 mL dry THF is stirred under argon atmosphere at 85 C. for 1 h. The reaction mixture is cooled to RT and 100 mL DCM and 100 mL water are added. The phases are separated and the organic phase is washed with water, dried over MgSO4 and concentrated under reduced pressure. The residual product is purified by NP chromatography (silica gel, 2-15% MeOH containing 0.1% NH3 in DCM). Yield: 0.74 g (32%).

The synthetic route of 83410-15-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WUNBERG, Tobias; KRAEMER, Oliver; van der VEEN, Lars; US2013/23533; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 130049-82-0, 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 130049-82-0, name is 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one. This compound has unique chemical properties. The synthetic route is as follows.

To a 250 ml three-necked flask, ethanol (100 mL), HW03603-4 (24.2 g, 46 mmol) and 6N HCl or trifluoroacetic acid (50 mL) were sequentially added at room temperature. Then, the reaction system was stirred at room temperature overnight. Depressurization to give a white solid HW03603-5 (about 20g,Yield 100%). Used directly in the next step. Preparation of target compound HW03603: Steps 1-4 of Reference Example 1 Preparation of target compound HW03603: Steps 1-4 of Reference Example 1Add to the 100 ml three-necked bottle at room temperature:Methanol (50 mL), HW03603-5 (4.6 g, 10.8 mmol),HW036-6 (2.62g, 10.8mmol)And N,N-diisopropylethylamine (4.2 g, 32.4 mmol).Then, the reaction system was heated to reflux and stirred overnight.The solvent was evaporated to dryness The organic phase was combined, washed with saturated brine, dried over anhydrous sodium sulfate and filtered.Depressurization to obtain a solid,Recrystallization from methanol gave a white solid HW03603 (3.35 g, yield 49%).

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 130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one.

Reference:
Patent; Shanghai Kezhen Pharmaceutical Technology Co., Ltd.; Dong Huanwen; Zhang Lurong; (55 pag.)CN109748914; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 180869-36-7, 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 180869-36-7, name is 4-(Dimethoxymethyl)-2-(methylthio)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

b 2-Methylthiopyrimidine-4-carboxaldehyde The product of example 1(a) (9.96 g, 50 mmol), and 3N HCl (42 mL, 126 mmol) were combined and stirred at 48 C. for 16 h, cooled to 23 C., combined with EtOAc (200 mL) and made basic by the addition of solid Na2 CO3 (12.6 g, 150 mmol). The aqueous phase was extracted with EtOAc (4*150 mL, dried (Na2 SO4), concentrated and the residue was filtered through a pad of silica (ca 150 mL) with CH2 Cl2 to afford 7.49 g (97%) of the title compound 1 H NMR (CDCl3): delta9.96 (s,1), 8.77 (d, 1), 7.44 (d, 1), 2.62 (s,3).

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 180869-36-7, 4-(Dimethoxymethyl)-2-(methylthio)pyrimidine.

Reference:
Patent; SmithKline Beecham Corporation; US5756499; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1445-39-2, 2-Amino-5-iodopyrimidine, 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, 1445-39-2, blongs to pyrimidines compound. COA of Formula: C4H4IN3

g) N-(3-((2-aminopyrimidin-5-yl)ethynyl)-2-chlorophenyl)-5-chloro-2-methoxypyridine-3-sulfonamide A mixture of 5-chloro-N-(2-chloro-3-ethynylphenyl)-2-methoxypyridine-3-sulfonamide (185 mg), 5-iodopyrimidin-2-amine (149 mg), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (17.4 mg), copper(I) iodide (9.9 mg), triethylamine (0.72 mL) and DMSO (1.83 mL) was stirred under microwave irradiation at 100 C. for 1 hr. After cooling to room temperature, the mixture was diluted with water/saturated brine and extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated to give a residue. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound as a crude purified product. The obtained crude purified product of the title compound was subjected to silica gel column chromatography (NH, methanol/ethyl acetate) to elute a byproduct. Silica gel supporting the title compound was added to ethyl acetate (20 mL), acetic acid (4 mL) and water (20 mL), and the mixture was stirred at room temperature for 10 min. The mixture was filtered and silica gel on the filter was treated 4 times with ethyl acetate/acetic acid (6 mL/1.2 mL) to elute the object product. The organic layer was collected from the filtrate, and the organic layer was washed with water and saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over magnesium sulfate and concentrated to give a residue. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) and subjected to ethyl acetate/hexane and the precipitate was collected by filtration to give the title compound (31 mg). 1H NMR (300 MHz, DMSO-d6) delta 3.88 (3H, s), 7.24 (2H, brs), 7.31-7.38 (2H, m), 7.44-7.52 (1H, m), 8.03 (1H, d, J=2.6 Hz), 8.42 (2H, s), 8.48-8.52 (1H, m), 10.37 (1H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1445-39-2, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FUJIMOTO, Jun; LIU, Xin; KURASAWA, Osamu; TAKAGI, Terufumi; CARY, Douglas Robert; BANNO, Hiroshi; ASANO, Yasutomi; KOJIMA, Takuto; (159 pag.)US2019/169166; (2019); 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.13479-88-4, name is 5,7-Dichlorothiazolo[5,4-d]pyrimidine, molecular formula is C5HCl2N3S, molecular weight is 206.0525, as common compound, the synthetic route is as follows.Computed Properties of C5HCl2N3S

A 10 mL round-bottom flask, was charged withcompound 45.3 (500 mg, 2.27 mmol, 1.00 equiv) and acetic acid-d4 (5 mL). The reaction was stirred for 24 hours at 110 C. The solids were filtered out and solvents were removed under reduced pressure to provide 450 mg (89%) of intermediate 58.1 as a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13479-88-4, 5,7-Dichlorothiazolo[5,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; NIMBUS IRIS, INC.; ROMERO, Donna L.; MASSE, Craig E.; ROBINSON, Shaughnessy; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine; WO2015/48281; (2015); 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. 36314-97-3, name is 2-Amino-4-chloro-6-phenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

Examples 19-22; Using the following general method, Examples 19-22 were prepared; A suspension of Intermediate A (1.0 mmol), Intermediate B (1.0 mmol), and HCl (0.1 mL) in H2O (1.0 mL) was heated to 70 C. in a 5 mL reaction vial overnight. The reaction mixture was diluted with MeOH, treated with saturated NaHCO3, coated on silica and purified by MPLC (Biotage) with 5% MeOH in CH2Cl2.; Example 19; Preparation of N-(2-amino-6-phenyl-4-pyrimidinyl)-N-[3,5-dichloro-4-(4-pyridinylsulfanyl)phenyl]amine; Prepared in 40% yield from A17 and B14: TLC (4% MeOH in CH2Cl2) Rf 0.42; MS (ES) 440 [M+H]+; 1H-NMR (DMSO-d6) delta6.53 (s, 1H), 6.67 (bs, 2H), 6.94 (d, J=6.1 Hz, 2H), 7.47-7.51 (m, 3H), 7.93-7.96 (m, 2H), 8.18 (s, 2H), 8.36 (d, J=5.7 Hz, 2H), 9.88 (bs, 1H).

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, 36314-97-3, 2-Amino-4-chloro-6-phenylpyrimidine.

Reference:
Patent; BAYER CORPORATION; US2004/2508; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia