Tag: M.W:100-200

Related Products of 16019-31-1, 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 16019-31-1 as follows.

A solution of compound 4 (100 g, 0.53 mol) in MeOH (400 ml) and CH2Cl2 (150 ml) was cooled to -40C, and ozone was bubbled through the mixture for 2 h. Then the reaction mixture was purged with nitrogen for 20 min to remove the excessive ozone. Thiocarbamide (40 g, 0.53 mol) was added to the mixture and stirred for 1 h until the starch-KI paper did not turn blue. The solvent was distilled off, the residue was extracted with CH2Cl2 (300 ml) and washed with water (2×100 ml). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to give the residue that was triturated with petroleum ether (200 ml). Yield 76.8 g (76%), white solid, mp 88-90C (mp 89-91C19). 1H NMR spectrum (DMSO-d6), delta, ppm: 9.75 (1H, s, CHO); 8.89 (1H, s, H-2); 4.24 (2H, s, CH2).13C NMR spectrum (DMSO-d6), delta, ppm: 196.9; 161.8;157.0; 126.4; 44.5. Mass spectrum, m/z (Irel, %): 192[M(35Cl,37Cl)]+(12), 190 [M(35Cl)]+ (20), 162 (100).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16019-31-1, its application will become more common.

Reference:
Article; Zhang, Yu-Liu; Xu, Cheng-Tao; Liu, Ting; Zhu, Yong; Luo, Yu; Chemistry of Heterocyclic Compounds; vol. 54; 6; (2018); p. 638 – 642; Khim. Geterotsikl. Soedin.; vol. 54; 6; (2018); p. 638 – 642,5;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 5399-92-8, 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. 5399-92-8, name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H3ClN4, 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.

To a stirred solution of 4-chloro-1H-pyrazolo[3,4-d]pyrimidine (2.5 g, 16.23 mmol, 1 equiv) in DCM (30 mL) was added NBS (3.4 g, 19.48 mmol, 1.2 equiv) at 000. The reaction mixture was warmed to room temperature and stirred for 0/N. The reaction mixture was quenched with water and extracted with ethyl acetate. The organic layer was dried over sodium sulphate evaporated to obtain crude which was purified over silica gel flash column chromatography. The compound eluted out in 15% ethyl acetate in n-hexane to afford 3-bromo-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one (1.3 g, crude) as pale yellow solid. 1H NMR (400 MHz, DMSO-d6) O ppm – 8.02 (s, 1H), 12.18 (s, 1H), 14.00 (br.s, 1H)

According to the analysis of related databases, 5399-92-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey Michael; FAUCHER, Nicolas Eric; DAUGAN, Alain Claude-Marie; (110 pag.)WO2017/46738; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 698-29-3, 4-Amino-2-methylpyrimidine-5-carbonitrile, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

Method A 6-(2,6-Dichlorophenyl)-2-methylpyrido[2,3,-d]-pyrimidin-7-amine A mixture of 76.5 g of 4-amino-2-methylpyrimidine-5-carbonitrile, 380 ml of 97% formic acid, 380 ml of water, and 8 g of Raney nickel catalyst is treated in a Parr pressure apparatus with hydrogen gas at an initial pressure of 51 psi at room temperature for 2.75 hours. The catalyst is removed by filtration and the filtrate is treated with 47.5 ml of concentrated hydrochloric acid and evaporated at reduced pressure. The residue is dissolved in hot water, treated with charcoal and filtered. Neutralization of the filtrate with concentrated ammonium hydroxide precipitates the product which is then collected by filtration and washed with water. Recrystallization from ethanol gives 37.9 g of 4-amino-2-methylpyrimidine-5-carboxaldehyde, mp 191-192.5 C.

The synthetic route of 698-29-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Warner-Lambert Company; US4271164; (1981); A;,
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Pyrimidine – Wikipedia

Application of 3764-01-0 ,Some common heterocyclic compound, 3764-01-0, molecular formula is C4HCl3N2, 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.

In a 500 mL three-necked flask under argon atmosphere, 2,4,6-trichloropyrimidine (5 g, 27.3 mmol), phenylboronic acid (6.7 g, 54.9 mmol), tetrakistriphenylphosphine palladium (1.26 g, 1.09 mmol ), Dimethoxyethane (DME, 100 mL) and a 2M sodium carbonate aqueous solution (82 mL, 164 mmol) were added, and the mixture was reacted for 8 hours while heating and refluxing. After the reaction solution was cooled to room temperature, the aqueous layer was separated and the organic layer was dried over magnesium sulfate. The insoluble material was removed by filtration, and the organic solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain intermediate (a) (5.6 g, yield 76.9%).

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. 3764-01-0, 2,4,6-Trichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Idemitsu Kosan Corporation; Nishimura, Kazuki; Ito, Mitsunori; Inoue, Tetsuya; (48 pag.)KR2015/92145; (2015); A;,
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Pyrimidine – Wikipedia

Application of 1193-21-1 ,Some common heterocyclic compound, 1193-21-1, molecular formula is C4H2Cl2N2, 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.

PREPARATION D 4-Chloro-6-isopropoxy-pyrimidine STR48 A solution of sodium isopropoxide (prepared from 0.77 g sodium) in isopropanol (230 ml) was added dropwise over 8 hours to a stirred solution of 4,6-dichloropyrimidine (5.0 g) in isopropanol (60 ml) at room temperature. The solvent was evaporated in vacuo, the residue taken up in water and extracted three times with diethylether (3*70 ml). The combined ether extracts were dried (Na2 SO4) and evaporated in vacuo to give 4-chloro-6-isopropoxy pyrimidine (4.4 g) as an oil, characterized spectroscopically, and used directly.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1193-21-1, its application will become more common.

Reference:
Patent; Pfizer Inc.; US4435401; (1984); A;,
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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.100644-67-5, name is 4-Methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine, molecular formula is C6H7N5O, molecular weight is 165.15, as common compound, the synthetic route is as follows.category: pyrimidines

6-Amino-4-methoxy-1H-pyrazolo[3,4-d]pyrimidine (purine base A; 8.0 g, 48.4 mmol, 1.0 eq) wassuspended in 200 mL dry acetonitrile and 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose (ribose I) (36.6g, 72.6 mmol, 1.5 eq) was added. The reaction mixture was heated to reflux at 95 C, and the freshlydistilled BF3OEt2 (12.2 mL, 96.8 mmol, 2.0 eq) was then added with stirring. The reaction mixturebecame clear immediately and then slowly became dark. The mixture was stirred at this temperaturefor 15 min. Upon the completion of the reaction as monitored by TLC, the reaction mixture was cooledto room temperature and concentrated under reduced pressure. The resulting residue was purified bycolumn chromatography to afford 25.0 g N8-product 25 as a white solid in 83.3% yield with an HPLCpurity of 96.8%. Rf = 0.6 (dichloromethane-methanol = 30:1). UV-vis (MeOH) lmax: 225 nm; ESI-MSm/z: 610.6 [M + H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100644-67-5, 4-Methoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine, and friends who are interested can also refer to it.

Reference:
Article; Ren, Hang; An, Haoyun; Tao, Jingchao; Molecules; vol. 24; 5; (2019);,
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.51421-99-9, name is 4-Chloro-2-methoxypyrimidine, molecular formula is C5H5ClN2O, molecular weight is 144.559, as common compound, the synthetic route is as follows.name: 4-Chloro-2-methoxypyrimidine

Palladium(II)acetate (4.2 mg, 0.019 mmol) was added to a stirred suspension of 2-phenoxymethyl-6H-imidazo[1,2-c]pyrimidin-5-one (150 mg, 0.62 mmol), 4-chloro-2-methoxy-pyrimidine (107.9 mg, 0.75 mmol), Cs2CO3 (283.6 mg, 0.87 mmol) and 2-dicyclohexylphosphino-2′,4′,6′-triiso-propyl-1,1′-biphenyl (26.7 mg, 0.056 mmol) in 1,4-dioxane (2 mL) under nitrogen and in a sealed tube. The mixture was stirred at 100 C. for 3 days and at 140 C. for 15 minutes under microwave irradiation. The solvent was evaporated in vacuo and the crude product was purified by flash column chromatography (silica; AcOEt in DCM with a gradient of 0/100 to 100/0). The desired fractions were collected and the solvents evaporated in vacuo. The product was triturated with diethyl ether to yield 6-(2-methoxy-pyrimidin-4-yl)-2-phenoxymethyl-6H-imidazo[1,2-c]pyrimidin-5-one (43 mg, 20% yield) as a white solid. 1H NMR (400 MHz, CDCl3) delta ppm 4.09 (s, 3H), 5.18 (d, J=0.9 Hz, 2H), 6.77 (dd, J=8.2, 0.6 Hz, 1H), 6.95-7.06 (m, 3H), 7.27-7.36 (m, 2H), 7.85 (d, J=0.7 Hz, 1H), 7.91 (d, J=5.5 Hz, 1H), 8.24 (d, J=8.1 Hz, 1H), 8.65 (d, J=5.5 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,51421-99-9, 4-Chloro-2-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Conn, P. Jeffrey; Lindsley, Craig W.; Stauffer, Shaun R.; Bartolome-Nebreda, Jose Manuel; MacDonald, Gregor James; Conde-Ceide, Susana; Jones, Carrie K.; Luz Martin-Martin, Maria; Tong, Han Min; US2013/245043; (2013); A1;,
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Pyrimidine – Wikipedia

Related Products of 7504-94-1, Adding some certain compound to certain chemical reactions, such as: 7504-94-1, name is 2-Hydrazinylpyrimidine,molecular formula is C4H6N4, 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 7504-94-1.

After adding 94 mg of potassium carbonate and 0.043 ml of 1-bromo-2-methoxyethane to a 1 ml DMF solution containing 100 mg of {2-(3-hydroxy-5-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester (Example (4c)), the mixture was stirred at room temperature for 24 hours and 50 minutes. Water was added to the reaction mixture and extraction was performed with ethyl acetate. The organic layer was washed with water and then dried through PRESEP. The filtrate was concentrated to give 114 mg of a crude product. Next, 25 mg of 2-hydrazinopyrimidine and 0.031 ml of triethylamine were added to a 1 ml DMF solution containing 114 mg of the obtained crude product, and the mixture was stirred at 85 C. for 14 hours under a nitrogen atmosphere. The reaction mixture was concentrated, and the residue was dissolved in 0.8 ml of methanol, 0.8 ml of THF and 0.05 ml of acetic acid. Next, 100 mg of sodium cyanotrihydroborate was added to the solution and the mixture was stirred at room temperature for 6 hours. The reaction mixture was crudely purified by reverse-phase high performance liquid chromatography (acetonitrile-water, 0.1% acetic acid) to give a crude product. To a solution of the obtained crude product in 3 ml of a methanol:water:acetic acid=1:1:1 mixed solvent there was added 100 mg of iron powder, and the mixture was stirred at 60 C. for 11 hours under a nitrogen atmosphere. After filtering the reaction mixture, it was purified by reverse-phase high performance liquid chromatography (acetonitrile-water, 0.1% acetic acid) to give the title compound (17.93 mg) as a white solid. 1H-NMR (CD3OD) delta 1.93 (s, 3H) 3.38 (s, 3H) 3.64-3.72 (m, 2H) 3.75 (s, 3H) 4.01-4.12 (m, 2H) 5.61 (s, 1H) 6.45 (t, J=2.0 Hz, 1H) 6.74 (d, J=2.0 Hz, 2H) 6.86 (d, J=8.8 Hz, 2H) 7.33 (t, J=4.8 Hz, 1H) 7.60 (d, J=8.8 Hz, 2H) 8.78 (d, J=4.8 Hz, 2H) Mass spectrum (ESI) m/z: 491 (M+H)+

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. 7504-94-1, 2-Hydrazinylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2008/15199; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3934-20-1, 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. 3934-20-1, name is 2,4-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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 2,4-dichloropyrimidine in EtOH was added a solution of the corresponding amine (1.2 equiv) in EtOH. After stirring for 12 h at the same temperature, the reaction mixture was concentrated in vacuo. The residue was quenched with H2O and then extracted with EtOAc. The combined organic layers were dried over MgSO4 and then concentrated in vacuo. The residue was purified by flash column chromatography on silica gel.

According to the analysis of related databases, 3934-20-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jo, Jeyun; Kim, Sou Hyun; Kim, Heegyu; Jeong, Myeonggyo; Kwak, Jae-Hwan; Taek Han, Young; Jeong, Jee-Yeong; Jung, Young-Suk; Yun, Hwayoung; Bioorganic and Medicinal Chemistry Letters; vol. 29; 1; (2019); p. 62 – 65;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1004-38-2, 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 1004-38-2 as follows.

General procedure: To a 10 ml of ethanol-H2O mixed solution containing H2NPA(0.20 mmol) and TAPI (0.10 mmol) was stirred for half an hourcontinually. The resulting clear solution was evaporated at20e25 C, and an irregular, colorless bulk crystal was obtained afterseven days. The resulting crystals were filtered and dried afterrinsed with ethanol-H2O mixed solution. Yield: 70%. Analysiscalculated for C12H14N6O7: C, 40.64; H, 3.95; N, 23.71%. Found: C,40.35; H, 4.00; N, 23.51%. Infrared spectrum (KBr disc, cm1):3441s, 3409s, 3208m, 3082m, 2416w, 1679s, 1651s, 1607s, 1569s,1538s, 1454m, 1431m, 1413m, 1351s, 1261m, 1155m, 1133w, 1077w,972w, 912m, 843w, 830m, 810m, 782s, 763m, 705s, 661w, 587m,532s.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1004-38-2, its application will become more common.

Reference:
Article; Xing, Peiqi; Li, Qingyun; Li, Yingying; Wang, Kunpeng; Zhang, Qi; Wang, Lei; Journal of Molecular Structure; vol. 1136; (2017); p. 59 – 68;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia