Day: March 9, 2021

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. 56843-79-9, name is 4-Chloro-2-methylthieno[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. Computed Properties of C7H5ClN2S

General conditions1: Chloropyrimidine 5 (0.45 mmol) and aminopyrazole 6 (0.30 mmol) were mixed in 1:1 acetic acid/water solution (1.4 mL) or in glacial acetic acid (1.4 mL) and stirred at 100 C in an oil bath for 1 h (or 50 C for 4 h or 25 C for 18 h). The mixture was neutralized by the addition of ice-cold 5% NaOH solution (10 mL) and extracted with methylene chloride (3 ¡Á 25 mL). Combined organic layers were dried and concentrated. The residue was further purified by normal phase flash chromatography (Biotage, for cPropylphenyl analogs R = C) or reversed phase preparative HPLC (analogs with free amines R = A or B), affording the desired aminopyrimidines (7-30).

The synthetic route of 56843-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guo, Chuangxing; Dong, Liming; Marakovits, Joseph; Kephart, Susan; Tetrahedron Letters; vol. 52; 14; (2011); p. 1692 – 1696;,
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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 5-Bromo-2-chloropyrimidine

5-bromo-2-chloropyrimidine (1g, 5.17mmol) was dissolved in N, N- dimethylformamide (20 mL) was added 4-hydroxypiperidine (522.7mg, 5.17mmol) and triethylamine (1.05 g, 10.34mmol), The reaction was heated to 100C 16 hours, the reaction was complete TLC (PE: EA = 5: 1), water (20 mL), extracted with ethyl acetate (50mL ¡Á 2), the organic phases were combined, washed with water, without over anhydrous sodium sulfate, and concentrated in vacuo to give the title compound (1.3 g of, yield 97.7percent)

The synthetic route of 32779-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong xuanzhu Pharmaceutical Technology Co., Ltd.; Wu, Yongqian; Tian, Yuwei; (59 pag.)CN106167486; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1439-10-7, 4-Amino-5-bromopyrimidine, 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, HPLC of Formula: C4H4BrN3, blongs to pyrimidines compound. HPLC of Formula: C4H4BrN3

Preparation 46A: 4-Aminopyrimidin-5-ylboronic acid[00148] To a vial was added 5-bromopyrimidin-4-amine (0.200 g, 1.149 mmol), bis(pinacolato)diboron (0.438 g, 1.724 mmol), and potassium acetate (0.338 g, 3.45 mmol). The vial was capped with a rubber septum and then evacuated and backfilled with N2. Dioxane (volume: 0.120 ml) was added via syringe through the septum. The reaction mixture was sparged with N2, then l, l’-bis(diphenylphosphino)ferrocenedichloropalladium(II) dichloromethane complex (0.042 g, 0.057 mmol) was added. The septum was then replaced with a Teflon screw valve and the vial sealed. The reaction mixture was heated at 105 C in a metal pie block. After 18 h, the reaction mixture was allowed to cool to room temperature. The reaction mixture was filtered through a disposable fritted funnel and the filter cake washed with EtOAc. The filtrate was concentrated to afford a brown solid. The crude material was used without further purification. MS (ESI) : m/z = 140.0 [M+H]+. HPLC Peak tr = 0.24 minutes. HPLC conditions: Column:Luna CI 8 4.6x30mm 3u A: 10:90 H20:ACN NH4OAc/B: 10:90 H20:ACN NH4OAc; 0%-95%B in 2 min; 4mL/min flow.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1439-10-7, 4-Amino-5-bromopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HUANG, Audris; WO2012/44537; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 16632-21-6, 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. 16632-21-6, name is 5-Nitro-6-methyluracil. A new synthetic method of this compound is introduced below.

The raw material 12 (1 eq) was dissolved in 17.54 ml of phosphorus oxychloride, and 2.92 ml of N, N-dimethylaniline (1 eq) was slowly added dropwise at room temperature, and 8.04 ul of DMF (0.00445 eq) 120 under reflux reaction 8h, after the completion of the reaction of raw materials, vacuum distillation of phosphorus oxychloride, adding ice water, adding ethyl acetate extraction, combined organic layer, washed with saturated brine, dried over anhydrous sodium sulfate, spin dry Solvent to give a yellowish brown oil which was dryly chromatographed and finally purified to give a yellow solid 13 (1 g) in 65% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16632-21-6, its application will become more common.

Reference:
Patent; SICHUAN BAILI PHARMACEUTICAL CO LTD; WU, YONG; ZHU, YI; HAI, LI; WANG, YIXI; LI, JIE; (23 pag.)CN105906621; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 37972-24-0, Adding some certain compound to certain chemical reactions, such as: 37972-24-0, name is 2-Ethynylpyrimidine,molecular formula is C6H4N2, 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 37972-24-0.

To a solution of 229(100mg, 0347mmo1) and 4(723mg, 0.694mmo1) in 2OmL of Et3N was added Pd(PPh3)2C12 (12.18mg, 0Oi7mmoi) and CuT (661mg, 0O35minoi). The mixture wasprotected with N2 atmosphere, then was heated at 70¡ãC for 24 hours. TLC analysis showed complete conversion of starting material to a major product. The reaction mixture was then concentrated in vacuo. The crude product was purified by Prep-HPLC to give the target product Compound 117(18mg, yield: 1962percent).LCNIS: rn/z 265 (M*H)t?H NMR (400 MHz, CDCI3): 5 8.77 (d, J 4.8 Hz, 2H), 7.87 (d, J= 2.4 Hz, 1H), 771-768 (m, 2H, 7.28-7.26 (m, IH), 7.19-7.15 (m, 2H), 679 (d, J= 2.8 Hz, IH).

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. 37972-24-0, 2-Ethynylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; JIN, Xiaowei; (176 pag.)WO2017/117708; (2017); 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. 10070-92-5, name is Pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

A mixture of pyrimidine-5-carboxaldehyde (2 g, 1 8.50 mmol, 1 .00 equiv) and sodium borohydride (2 g) in MeOH (100 mL) was stirred at 0 – 10C for 30 min. The reaction mixture was concentrated under vacuum and the residue was purified on a silica gel column eluted with DCM/MeOH (50: 1 ) to yield 1 .2 g (59%) of pyrimidin-5-ylmethanol as a light yellow solid. LC/MS (Method K, ESI): RT= 0.74 min, m z = 1 1 1 0 [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, 10070-92-5, Pyrimidine-5-carbaldehyde.

Reference:
Patent; GENENTECH,INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Kanl H.; DRAGOVICH, Peter; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; YUEN, Po-Wai; ZAK, Mark; ZHANG, Yamin; ZHENG, Xiaozhang; ZHAO, Guiling; WO2013/127268; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5399-92-8, 4-Chloro-1H-pyrazolo[3,4-d]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, HPLC of Formula: C5H3ClN4, blongs to pyrimidines compound. HPLC of Formula: C5H3ClN4

EXAMPLE 17; C-M-fiH-Pyrazolobeta^-c/ipyrimidin^-vO-piperidin^-v?-methvlamine To a solution of 4-chloro-1/-/-pyrazolo[3,4-d]pyrimidine (J. Amer. Chem. Soc. 1957, 79, 6407-6413) (51 mg, 0.33 mmol) in ethano] (2 ml) was added triethylamine (100 mul, 0.72 mmol) and 4-(N-Boc-aminomethyl)piperidine (87 mg, 0.41 mmol). The solution was heated at 80 0C for 3 hours, and then cooled to room temperature. The solution was evaporated to dryness and the residue purified by recrystallisation (isopropanol) to yield the intermediate NH-BOC protected product (33 mg, 30% yield).

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; WO2007/125315; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3073-77-6, 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 3073-77-6 as follows.

Example 33. (5-Nitro-pyrimidin-2-yl)-[4-(2-pyrrolidin-l-yl-ethoxy)-phenvI1-amine(21); [0169] In a dry 10OmL round bottom flask 5-nitro-pyrimidin-2-ylamine (2 g, 14.3 mmol, 1 equiv), l-[2-(4-bromo-phenoxy)-ethyl]-pyrrolidine (4.45 mL, 21.4 mmol, 1.5 equiv), cesium carbonate (14 g, 42.9 mmol, 3 equiv), 4,5-bis(diphenylphosphino)-9,9- dimethyl xanthene (1.65 g, 1.43 mmol, 0.2 equiv) and tris(dibenzylideneacetone) dipalladium (1.3 g, 0.714 rmnol, 0.1 equiv) were combined. Reactants were flushed with argon, diluted with dioxane (50 mL) and outfitted with reflux condenser. Reaction was heated to reflux for 18 hours. Reaction was cooled to room temperature and filtered. Silica gel chromatography provided the desired nitro product as a yellow powder (1.5 g,)0/ O).; Example 92. iV2-(4-(2-(PyrroIidm-l-vnethoxy)phenvI)pyrimidine-2.,5-diamine (54); [0262] To a solution of the 2-amino-5-nitropyrimidine (0.54 g, 4 mmol) in anhydrous 1,4-dioxane (20 mL) was added l-[2-(4-bromophenoxy)ethyl]pyrrolidine (1.62 g, 6 mmol), Cs2CO3 (5.2 g, 16 mmol), Pd2(dba)3 (0.36 g, 0.4 mmol), and Xantphos (0.7 g, 1.2 mmol). The suspension was heated under reflux for 2 h under argon. The solid was filtered off and washed with EtOAc. The filtrate was washed with brine (1 x 100 mL) and the aqueous was extracted with EtOAc (3 x 50 mL). Combined organic solution was dried (Na2SO4) and concentrated until 10 mL remain solution before adding hexane (100 mL). The mixture was sonicated for 2 min. The solid was collected by filtration and EPO washed with hexane. The crude material was further purified by flash column (CH2Cl2 :MeOH:NH3.H2O = 100:10:1). The obtained yellow solid was dissolved in MeOH (200 mL) and bubbled with Ar for 2 min. before adding 10% Pd-C. The mixture was hydrogenated for Ih at room temperature. The catalyst was filtered off and washed with MeOH. The filtrate was concentrated in vacuo. The desired product was obtained as a yellow solid (0.48 g, 40%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3073-77-6, its application will become more common.

Reference:
Patent; TARGEGEN, INC.; WO2006/101977; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine. A new synthetic method of this compound is introduced below., Recommanded Product: 2927-71-1

A mixture of 2,4-dichloro-5-fluoropyrimidine (10.0 g, 0.06 mol), o-phenylenediamine (7.1 g, 0.066 mol) and DIPEA (20.8 mL, 0.12 mol) in n-butanol (80 mL) was stirred at 110 C. for 16 h then concentrated in vacuo and slurried with 0.1 M hydrochloric acid (20 mL). The solid was collected at the pump, washed with water (2¡Á20 mL), n-butanol (30 mL and diethyl ether (2¡Á30 mL), then dried under vacuum to afford N1-(2-chloro-5-fluoropyrimidin-4-yl)benzene-1,2-diamine as a colourless powder (10.8 g, 71%). 1H NMR (d6-DMSO) delta9.31 (br s, 1H), 8.18 (d, 1H), 6.99-7.03 (m, 2H), 6.74-6.76 (m, 1H), 6.54-6.58 (m, 1H), 5.04 (br s, 2H); LCMS method A, (ES+) 239, 241, RT=1.90 min.

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, 2927-71-1, 2,4-Dichloro-5-fluoropyrimidine.

Reference:
Patent; Harrison, Richard John; Hobson, Andrew; Ramsden, Nigel; US2012/172385; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 55583-59-0, 2,5-Diamino-4,6-dichloropyrimidine, 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, 55583-59-0, blongs to pyrimidines compound. name: 2,5-Diamino-4,6-dichloropyrimidine

To (1 S,4H)-4-amino-2-cyclopentene-1 -methanol tartrate salt (1 g, 4 mmol) in n- BuOH (10 mL) was added 2,5-diamino-4,6-dichloropyrimidine (DADCP, 0.69 g, 4 mmol) and NaHCOs (1 .12 g, 13 mmol) and the mixture was allowed to stir for 16 hr at 95 C. The mixture was cooled and filtered under vacuum. The resulting solvent from the filtrate was removed in vacuo. The crude product was purified by column chromatography (1 :49 to 1 :24 MeOH-DCM) to yield the title compound (0.52 g, 53%) as a pale brown solid, m.p.: 157-159 C (lit. m.p. 158.5- 160.5 C) (29). 1 H NMR (MeOD): delta 5.87 (ddd, J = 5.5, 2.0, 1 .9 Hz, 1 H), 5.80 (ddd, J = 5.6, 2.0, 2.0 Hz, 1 H), 5.07-5.15 (m, 1 H), 3.47-3.56 (m, 1 H), 3.28 (dt, J = 3.2, 1 .6 Hz, 1 H), 2.79-2.83 (m, 1 H), 2.53 (ddd, J= 13.4, 6.4, 6.4 Hz, 1 H), 1 .36 (ddd, J= 13.4, 6.3, 5.9 Hz, 1 H). 13C NMR (MeOD): delta 158.2, 157.3, 143.2, 135.8, 133.9, 1 14.4, 66.4, 57.8, 57.7, 35.8. m/z (ES+) 256.0955 calculated for CioHi5N5035CI: [M+H]+ 256.0965 and 258.0928 calculated for Ci0Hi5N5O37CI: [M+H]+ 258.0936. IR (cm 1): 3451 (N-H), 3324 (N-H), 3125 (br, O-H), 2931 (C-H), 1570 (C=C aromatic), 1430 (CH2), 690 (C-CI).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55583-59-0, its application will become more common.

Reference:
Patent; THE UNIVERSITY OF LIVERPOOL; O’NEILL, Paul; BERRY, Neil; (52 pag.)WO2017/21716; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia