Day: September 3, 2021

Electric Literature of 862730-04-9, 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. 862730-04-9, name is 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below.

Synthesis of 3-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4,5-dihydrothiazol-2-yl)benzamide (BA30); A solution of [3-((4,5-dihydrothiazol-2-yl)carbamoyl)phenyl]boronic acid (19 mg, 0.08 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (20 mg, 0.07 mmol) in DME (12 ml). Pd(PPh3)4 (16 mg, 0.014 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80 C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA30 (17.8 mg, 67% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,862730-04-9, 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Regents of the University of California; US2007/293516; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 330786-24-8 ,Some common heterocyclic compound, 330786-24-8, molecular formula is C17H13N5O, 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.

6) Add IM6 (4.5 g, 0.015 mol) in sequence to a 250 mL three-necked flask. N-Boc Hydroxylpiperazine (3.6 g, 0.018 mol), Triphenylphosphine (7.9 g, 0.03 mol) and tetrahydrofuran (45 mL) were cooled in an ice bath. DIAD (6.1 g, 0.03 mol) was added dropwise with stirring. The temperature was controlled to not exceed 20 degrees Celsius. After the addition was complete, the mixture was stirred at room temperature for about 5 hours. Add 45 mL concentrated hydrochloric acid to the reaction flask and stir at room temperature for about 5 h. The tetrahydrofuran was concentrated and removed, poured into 150 mL of water and washed with dichloromethane. The aqueous layer was adjusted to neutral pH with potassium carbonate and extracted with dichloromethane. The organic layers were combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to give IM7 (4.0 g , 69%).

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. 330786-24-8, 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Yi Hua Pharmaceutical Co., Ltd.; Yuan Jing; Liu Wu; Zhang Xia; (7 pag.)CN107641123; (2018); A;,
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. 120747-84-4, name is 2-Aminopyrimidine-5-carbaldehyde. A new synthetic method of this compound is introduced below., Recommanded Product: 2-Aminopyrimidine-5-carbaldehyde

General procedure: To a solution of amine and TEA in the indicated solvent is added acyl chloride dropwise at room temperature. After stirring for 16 hours, the mixture is concentrated.Following Procedure A using isonicotinoyl chloride (2.76 g, 19.. 5 rnmoi). dioxane (20 mL), 10 (800 mg, 6.5 mmol). and TEA (5.42 ml, 39 mmoi), react at 100 C and then dilute the mixture with EA (20 rnL), wash with water (30 mL) and brine (50 mL), concentrate, and purify with silica gel column chromatography (MeOH:DCM == 1:50) to give 27 as a white solid (400 mg, 27% yield). (MS: [M+H] 229.1)

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, 120747-84-4, 2-Aminopyrimidine-5-carbaldehyde.

Reference:
Patent; IMMUNE SENSOR, LLC; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; ZHONG, Boyu; SUN, Lijun; SHI, Heping; LI, Jing; CHEN, Chuo; CHEN, Zhijian; (270 pag.)WO2017/176812; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 504-17-6, 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. 504-17-6, name is 4,6-Dihydroxy-2-mercaptopyrimidine. A new synthetic method of this compound is introduced below.

General procedure: To a mixture of an aromatic aldehyde (0.25 mmol), 2-thiobarbituric acid(0.5 mmol), ammonium acetate (0.3 mmol), [H-NMP]+[HSO4]- (12 mol%)and water (2 ml) was added. Then, ultrasonic probe was directly immersed inthe resulting mixture. The progress of the reactions was monitored by TLCuntil conversion of the starting materials was satisfactory. After completion ofthe reaction, the solvent was evaporated and the precipitate was washed withEtOH and hot water to afford the pure product. All products were identified byphysical and spectroscopic data. The synthesis of the compounds 4b and 4j wasinvestigated but unfortunately even after 24 h, only a trace amount of productwas observed by TLC, that is why we could not reported the spectroscopic dataof them.5-Phenyl-2,8-dithioxo-2,3,7,8,9,10-hexahydropyrido[2,3-d:6,5-d?]dipyrimidine-4,6(1H,5H)-dione (4a). Cream powder; m.p.: 211 C Lit40 (m.p.rep: 218 C).IR (KBr) (numax/cm-1): 3452 (NH), 3054 (C-H, sp2 stretch), 2898 (C-H, sp3), 1637(C=O), 1440, 1559 (C=C, Ar). 1H NMR (DMSO-d6, 400MHz) delta (p.p.m.):11.33-12.00 (3H, s, NH), 7.91 (1H, s, NH), 7.60 (1H, s, NH), 7.15 (2H, s, H-Ar),7.05 (1H, s, H-Ar), 6.98-6.99 (2H, d, J=6.0, H-Ar), 5.93 (1H, s, CH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,504-17-6, 4,6-Dihydroxy-2-mercaptopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Naeimi, Hossein; DIdar, Asieh; Rashid, Zahra; Zahraie, Zohreh; Journal of Antibiotics; vol. 70; 7; (2017); p. 845 – 852;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1780-31-0 , The common heterocyclic compound, 1780-31-0, name is 2,4-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, 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.

EXAMPLE 84[4-(6-Bromobenzo[b]thiophen-2-yl)-5-methylpyrimidin-2-yl]-[3-(4-methylpiperazin-1-yl)-propyl]-amine tri-hydrochloride(A). Preparation of 2-chloro-5-methylpyrimidine; Into a 3-necked, 500 mL round bottomed flask is added 2,4-dichloro-5-methylpyrimidine (25.0 g, 153 mmol), THF (125 mL) and zinc powder (30.1 g, 460 mmol). The mixture is heated to reflux and acetic acid (HOAc) (9.21 g, 153 mmol) in THF (20 mL) is dropwise added over 1 hour. After 1.5 hours at reflux, additional HOAc (3.93 g, 65.5 mmol) in THF (12.5 mL) is added over 10 minutes, and the mixture is refluxed for an additional 1 hour. The mixture is filtered over celite, rinsed with THF (150 mL) and the organic layers are concentrated under reduced pressure. The crude mixture is partitioned in EtOAc/dichloromethane/1 N NaOH and filtered. The organic layer is concentrated under reduced pressure to yield a peach colored solid. The crude material is subjected to chromatography on silica (in hexane) to provide the title compound as a white solid (13.5 g, 69% yield).

The synthetic route of 1780-31-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dahnke, Karl Robert; Lin, Ho-Shen; Richett, Michael Enrico; Shih, Chuan; Wang, Q May; Zhang, Bo; US2008/306082; (2008); 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. 13162-26-0, name is 2,4-Dichloro-6-methyl-5-nitropyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 13162-26-0

To a solution of 2,4-dichloro-6-methyl-5-nitropyrimidine (7 g, 34 mmol) and CH3COOK (9.8 g, 100 mmol) in MeOH (150 mL) was added Pd C (3 g). The mixture was stirred at H2 atmosphere for overnight. The reaction mixture was filtered, and the solvent was concentrated under reduced pressure to give the product 4-methylpyrimidin-5 -amine (1.5 g, 43%), which was used to next step without furthermore purification. ‘HNMR: MeOD 400MHz ? 8.28(s, 1H), 8.04(s, 1H), 2.3 l(s, 3H).

The synthetic route of 13162-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; SKELTON, Nicholas; GRADL, Stefan; BLAKE, James F.; GRAHAM, James M.; GUNAWARDANA, Indrani W.; HENTEMANN, Martin; MARLOW, Allison L.; TANG, Tony P.; WO2013/78254; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 932-52-5, 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. 932-52-5, name is 5-Aminopyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

General procedure: To a solution of 2a,b (5 mmol) in phosphorus oxychloride (10 ml) was added a solution of the appropriate amine (5 mmol) and phosphorus pentoxide (5 mmol) in phosphorus oxychloride (5 ml), and the mixture was refluxed for 5 h. After cooling, the reaction mixture was poured onto ice/water and neutralized with 5% sodium hydroxide solution; the formed precipitate was filtered, washed with water and crystallized from the ethanol.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,932-52-5, 5-Aminopyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Article; Abbas, Safinaz E.; Abdel Gawad, Nagwa M.; George, Riham F.; Akar, Yahya A.; European Journal of Medicinal Chemistry; vol. 65; (2013); p. 195 – 204;,
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. 10132-07-7, name is 4-Amino-2,6-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 10132-07-7

EXAMPLE A 2-(N’-carbethoxy-piperazino)-4-chloro-6-amino-pyrimidine 29.0 gm of 2,4 -dichloro-6-aminopyrimidine [H. Bretschneider et al, Monatsh. f. Chemie 92, 132 (1961)]were suspended in 150 ml of dioxane, the suspension was heated to 80C, and 60.2 gm of N-carbethoxy-piperazine were added. After standing for 40 minutes at this temperature, the mixture was poured into 500 ml of water, and the aqueous solution was on an ice bath while stirring. The initially oily precipitating product crystallized after about 15 minutes. The crystals were suction-filtered off and recrystallized from 300 ml of methanol. Yield: 28.8 gm (57.3% of theory); m.p. 163-166C.

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, 10132-07-7, 4-Amino-2,6-dichloropyrimidine.

Reference:
Patent; Boehringer Ingelheim GmbH; US3975384; (1976); A;,
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. 2915-16-4, name is 2-Chloro-4,6-diphenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Chloro-4,6-diphenylpyrimidine

20 g (48.7 mmol) of the intermediate 1-4 was dissolved in 0.17 L of tetrahydrofuran (THF) under a nitrogen atmosphere, 13.0 g (48.7 mmol) of 2-chloro-4,6-diphenylpyrimidine and 1.69 g (1.46 mmol) of tetrakis(triphenylphosphine)palladium were added thereto, and the mixture was agitated. 16.8 g (122 mmol) of potassium carbonate saturated in water was added thereto, and the obtained mixture was heated and refluxed at 80 C for 6 hours. When the reaction was complete, water was added to the reaction solution, and the mixture was extracted with dichloromethane (DCM) and treated with anhydrous MgSO4 to remove moisture and then, filtered and concentrated under a reduced pressure. Then, a residue obtained therefrom was separated and purified through flash column chromatography, obtaining 22.8 g (91 %) of the compound 2. (0170) HRMS (70 eV, EI+): m/z calcd for C37H26N2O: 514.2045, found: 514. (0171) Elemental Analysis: C, 86 %; H, 5 %

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, 2915-16-4, 2-Chloro-4,6-diphenylpyrimidine.

Reference:
Patent; Cheil Industries Inc.; LEE, Han-Ill; YU, Eun-Sun; KANG, Dong-Min; KANG, Eui-Su; MIN, Soo-Hyun; YANG, Yong-Tak; OH, Jae-Jin; RYU, Dong-Kyu; LEE, Sang-Shin; JANG, Yu-Na; JEONG, Soo-Young; JO, Young-Kyoung; HAN, Su-Jin; HONG, Jin-Seok; EP2952511; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 955368-90-8 ,Some common heterocyclic compound, 955368-90-8, molecular formula is C9H10N4OS, 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.

Compound 51-1 (2.00 g, 9.90 mmol) and Intermediate I1 (2.20 g, 9.90 mmol) were added into 1,4-dioxane solution, then N,N’-diethylethylenediamine (1.27 g, 10.89 mmol), potassium carbonate (1.37 g, 9.90 mmol) and cuprous iodide (1.89 g, 9.90 mmol) were added sequentially under nitrogen atmosphere, the temperature was raised to 95C and the reaction was stirred at reflux for 12 hours until it was complete. Then the mixture was cooled down to r.t. and concentrated, quenched by 50 mL water, then extracted by 50 mL EA, the organic phase was washed by 50 mL saturated brine, dried over anhydrous sodium sulfate, then filtered, evaporated and purified by chromatography (EA /PE =1/10-1/4) to give 51-2. 1H NMR (400MHz, CDCl3) delta 8.90 (s, 1H), 7.75 -7.71 (m, 1H), 7.35 (d, J=8.0 Hz, 1H), 6.67 (d, J=8.2 Hz, 1H), 5.71 – 5.64 (m,1H), 5.04 (dd, J=10.0 Hz, 1H), 5.05 – 4.80 (m,1H), 4.81 (d, J=6.4 Hz, 1H), 4.34 -4.29 (m, 2H), 2.55 (s, 3H), 1.56 (d, J=2.4 Hz, 1H), 1.42 – 1.38 (m, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,955368-90-8, its application will become more common.

Reference:
Patent; Shijiazhuang Sagacity New Drug Development Co., Ltd.; QIAN, Wenyuan; YANG, Chundao; LI, Zhengwei; LI, Jie; LI, Jian; CHEN, Shuhui; (137 pag.)EP3572413; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia