Tag: M.W:100-200

Electric Literature of 7752-82-1, 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. 7752-82-1, name is 5-Bromopyrimidin-2-amine, molecular formula is C4H4BrN3, 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.

Step A: A mixture of 2-amino-5-bromopyrimidine (2.75 g, 15.8 mmol) and di-tert- butyl dicarbonate (7.58 g, 34.8 mmol) in pyridine (30 mL) was stirred at 70 C overnight, then the solvent was removed. The residue was partitioned between EtOAc and aqueous HC1 (1 N). The aqueous layer was extracted with EtOAc. The combined organics were dried over NaS04, then filtered and concentrated to give 2-[bis(tert-butoxycarbonyl)amino]-5-bromopyrimidine (5.5 g, 93%) as a white solid. MS m/z 398.2 [M+Na]+.

According to the analysis of related databases, 7752-82-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PTC THERAPEUTICS, INC.; F. HOFFMANN-LA ROCHE AG; WOLL, Matthew G.; CHEN, Guangming; CHOI, Soongyu; DAKKA, Amal; HUANG, Song; KARP, Gary Mitchell; LEE, Chang-Sun; LI, Chunshi; NARASIMHAN, Jana; NARYSHKIN, Nikolai; PAUSHKIN, Sergey; QI, Hongyan; TURPOFF, Anthony A.; WEETALL, Marla L.; WELCH, Ellen; YANG, Tianle; ZHANG, Nanjing; ZHANG, Xiaoyan; ZHAO, Xin; PINARD, Emmanuel; RATNI, Hasane; WO2013/101974; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 23906-13-0 ,Some common heterocyclic compound, 23906-13-0, molecular formula is C6H10N4, 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.

Step 3: Synthesis of 3-{1-[(4, 6-Dimethyl-pyrimidin-2-yl)-hydrazono]-ethyl}-chromen-2-one: 0.19g of 1 (~1mM) was dissolved in 20ml ethanol and stirred rapidly with mild heating. To it was added 0.14g (~1mM) of 2 in portions along with introduction of a drop of glacial acetic acid. The solution was brought to reflux and continued for 6h, followed by cooling to obtain a bright yellow precipitate which was filtered under suction, washed with cold ethanol and dried under vacuum overnight. The product so obtained was characterized by 1H NMR, 13C NMR, Mass spectrometry and IR analysis. Yield: 68%. IR/cm-1 (ESI, Fig. S1): 3419.82, 1727.32, 1593.99, 1570.18, 1552.36; 1H NMR (ESI, Fig. S2) (300MHz, d6-DMSO, TMS): 10.070 (-NH, s, 1H), 8.130 (Ar-H, s, 1H), 7.850 (Ar-H, d, 1H), 7.618 (Ar-H, s, 1H), 7.428 (Ar-H, d, 1H), 7.366-7.438 ( Ar-H, m, 2H), 6.657 (Py-H, s, 1H), 2.290 (CH3-H, s, 6H), 2.229 (CH3-H, s, 3H); 13C NMR (ESI, Fig. S3) (300MHz, d6-DMSO, TMS): 167.79, 160.63, 160.00, 145.37, 141.06, 132.44, 129.43, 128.00, 125.15, 119.45, 116.41, 112.75, 23.88, 16.13; ESI-MS (ESI, Fig. S4): 309.1299, 331.1117 calculated for M+H+: 309.13 and M+Na+: 331.12.

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. 23906-13-0, 2-Hydrazinyl-4,6-dimethylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bhattacharyya, Arghyadeep; Ghosh, Soumen; Makhal, Subhash Chandra; Guchhait, Nikhil; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 183; (2017); p. 306 – 311;,
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Pyrimidine – Wikipedia

Related Products of 5177-27-5, 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 5177-27-5, name is 5-Amino-2,4-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

O-((9H-Fluoren-9-yl)methyl) carbonisothiocyanatidate (562 mg, 2 mmol), 2,4- dichloropyrimidin-5-amine (328 mg, 2 mmol) and acetone (5 mL) were heated at 60 oC for 15 h. The reaction mixture was filtered and the solids were washed with acetone to yield (9H-fluoren-9- yl)methyl (5-chlorothiazolo[5,4-d]pyrimidin-2-yl)carbamate (716 mg, 88%) as a yellow solid. 1H NMR (DMSO-d6): d: 12.9 (s,1H), 9.07 (s, 1H), 7.93 (d, J= 7.5 Hz, 2H), 7.81 (d, J= 7.5 Hz, 2H), 7.45 (t, J= 7.5 Hz, 2H), 7.37 (t, J= 7.5 Hz, 2H), 4.62 (d, J= 7 Hz, 2H), 4.38 (t, J= 7 Hz, 1H).

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 5177-27-5, 5-Amino-2,4-dichloropyrimidine.

Reference:
Patent; PTC THERAPEUTICS, INC.; ZHANG, Nanjing; BABU, Suresh; BARRAZA, Scott J.; BHATTACHARYYA, Anuradha; CHEN, Guangming; KARP, Gary Mitchell; KASSICK, Andrew J.; MAZZOTTI, Anthony R.; MOON, Young-Choon; NARASIMHAN, Jana; SYDORENKO, Nadiya; TURPOFF, Anthony; WOLL, Matthew, G.; YAN, Wuming; (0 pag.)WO2020/5877; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
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Electric Literature of 10325-70-9 , The common heterocyclic compound, 10325-70-9, name is 5-Acetylpyrimidine, molecular formula is C6H6N2O, 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.

553-1 A mixture of 1-(pyrimidin-5-yl)ethanone (525 mg) and N,N-dimethylformamide dimethyl acetal (3 mL) was stirred for 2 hours under heating to reflux. The reaction mixture was cooled to room temperature, and the solvent was distilled off under reduced pressure. tert-Butyl methyl ether was added to the obtained residue, and the solid matter was collected by filtration, thereby obtaining (E)-3-(dimethylamino)-1-(pyrimidin-5-yl)prop-2-en-1-one (657 mg). MS m/z (M+H): 178.

The synthetic route of 10325-70-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
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Related Products of 873-83-6, 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. 873-83-6, name is 6-Aminopyrimidine-2,4(1H,3H)-dione, molecular formula is C4H5N3O2, 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.

196 g of water and 4 g of PTS were added to a 500 ml glass reactor equipped with mechanical stirring, stirred at 70 C for 2 hours, cooled to 55 C, and solid 6-aminouracil (20.0 g, 1.0 eq., 157.4 mmol) was added and stirred to form a suspension. Then, benzaldehyde (10.0 g, 0.6 eq., 94.4 mmol) was added and stirred at 55 C for 5-8 hours at high speed to obtain an off-white suspension. The progress of the reaction was confirmed by HPLC or TLC to ensure complete conversion of the starting material, cooling to 30 C, filtration The filter cake was washed with 30 ml of hot water, and the wet cake was air-dried at 100 C for 3 hours to obtain 24.0 g of a white solid with a purity of 97.9% and a yield of 89.1%.

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 873-83-6, 6-Aminopyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Guangzhou Zhenlaimai New Materials Technology Co., Ltd.; Xiao Juan; Qi Tafamingrenqingqiubugongkaixingming; (11 pag.)CN110041270; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 13036-50-5, 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 13036-50-5 as follows.

To the obtained 2-chloro-4-phenylpyrimidine was added concentrated hydrochloric acid (~10 N) and stirred well. The homogeneous mixture was refluxed for 1 hour. The reaction mixture was poured into 10% aqueous sodium carbonate solution. The white precipitate was filtered off and dried to give a white solid. TLC was observed at Rf: 02 (chloroform: methanol (9.5: 0.5)).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13036-50-5, its application will become more common.

Reference:
Patent; CHUNGNAM NATIONAL UNIVERSITY INDUSTRY & ACADEMIC COOPERATION (IAC); JUNG, SANG HUN; WOO, SUN HEE; KIM, SANG KYUM; JEON, EUN SEOK; LEE, YOU JUNG; MANICKAM, MANOJ; JALANI HITESHKUMAR, HITESHKUMAR; SHARMA, NITI; (234 pag.)KR2015/111825; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 89487-99-0 , The common heterocyclic compound, 89487-99-0, name is 4-Hydroxy-2-(methylthio)pyrimidine-5-carbonitrile, molecular formula is C6H5N3OS, 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.

To a cooled solution of 4-hydroxy-2-(methylthio)pyrimidine-5-carbonitrile (8) (10.8 g, 65 mmol) in toluene (150 ml), phosphorus oxychloride (23.8 ml, 260 mmol) was slowly added. The reaction mixture was stirred at 110 C for 6 h. After evaporation of the organic solvent, the residue was cooled to room temperature and added a lot of ice water. At this time, a brown solid was formed and collected by filtration. The crude product was dried in a vacuum oven to give 4-chloro-2-(methylthio)pyrimidine -5-carbonitrile 9(6.8 g). This product was taken up for the next step without any purification. Yield: 58%; Purity: 90%; LC-MS m/z: 186.0 [M + H]+.

The synthetic route of 89487-99-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Ling-Ling; Li, Guo-Bo; Yan, Heng-Xiu; Sun, Qi-Zheng; Ma, Shuang; Ji, Pan; Wang, Ze-Rong; Feng, Shan; Zou, Jun; Yang, Sheng-Yong; European Journal of Medicinal Chemistry; vol. 56; (2012); p. 30 – 38;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 88474-31-1 ,Some common heterocyclic compound, 88474-31-1, molecular formula is C6H8ClN3O, 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.

5-amino-4-methoxy-6-chloro-3-methyl-pyrimidine (2.0grams, 11.5mmol) and N-acetylimidazolidinone (2.0 grams, 11,5mmol) were dissolved in anhydrous DMSO and anhydrous sodium carbonate (3.75 grams, 35.4mmol, 2.0 equivalents) was added. The reaction flask was cooled in ice-salt-acetone mixture and POCl3 was added dropwise in 1 hour keeping temperature below 5C. After the addition the ice bath was removed and the flask was stirred at 58-60C under nitrogen for 2 days. A small sample was taken and analysed by HPLC. There was no starting material and the product was formed. The anhydrous Na2CO3 neutralized the HCl gas in situ as it formed. Workup: The reaction mixture was quenched by slowly pouring in crushed ice. The product precipitated and the product was filtered and dried under vacuum. Without any further purification the product was used in the next step to generate crude moxonidine. Yield: 2.64 grams. Mass spec.: 283 (m+)

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. 88474-31-1, 4-Chloro-6-methoxy-2-methylpyrimidin-5-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Abbott Healthcare Products B.V.; ABBOTT LABORATORIES; ACQUASALIENTE, Maurizio; LAGERWEIJ, Gert; DESHPANDE, Mahendra; SHAH, Rajendra; EP2829540; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 24391-41-1 ,Some common heterocyclic compound, 24391-41-1, molecular formula is C7H3ClN4, 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.

A mixture of 2c (0.59 mmol), 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (105 mg, 0.59 mmol) and TEA (0.41 mL, 2.95 mmol) in n-BuOH (9 mL) was heated at 130 C for 2 hours. After concentration, the residue was washed with water and dried, then purified by preparative TLC and Compound 59 as a pale yellow solid was obtained (160mg, yield: 63%). MS (m/z): 431.1 (M+H)+. 1H NMR (400 MHz, DMSO-d6) delta: 12.94 (s, 1H), 8.32 (m, 2H), 7.67 (s, 1H), 6.67 (s, 1H), 6.45 (t, J = 55.2 Hz, 1H), 5.87 (m, 1H), 4.67 (m, 2H), 4.52 – 4.26 (m, 2H), 3.01 (m, 1H), 2.72 (m, 1H).

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. 24391-41-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DAI, Guangxiu; XIAO, Kun; JIA, Hong; VENABLE, Jennifer Diane; BEMBENEK, Scott Damian; WO2014/15523; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1005-37-4, 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 1005-37-4 as follows.

-Chloro-N4-methyl-pyrimidine-2,4-diamine (50 mg; 0,3 mmol) was dissolved in 1-Butanol extra pure NF (4 ml) and N-Ethyldiisopropylamine for synthesis (0,13 ml) was added followed by 2-[(2-methoxyphenyl)methyl]pyrrolidine (66 mg; 0,33 mmol). The reaction was stirred at 160C over night during which the color changed into a yellow solution. (0644) The mixture was evaporated under vacuum. The residue was extracted with ethyl acetate/water. The organic layer was dried over sodium sulphate, filtered and evaporated under vacuum. The residue was suspended in diethylether and filtered by suction giving 55 mg of the product as brown solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1005-37-4, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; HEINRICH, Timo; PEHL, Ulrich; (206 pag.)WO2016/128140; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia