Day: July 5, 2021

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 151266-23-8, name is 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. name: 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

[00129] To a mixture of 3-iodo-1 H-pyrazolo[3,4-d]pyrimidin-4-amine (1.044 g, 4 mmol), (4-phenoxyphenyl)boronic acid (0.94 g, 4.4 mmol, 1.1 eq), PdCl2(dppf) (0.29 g, 0.4 mmol, 0.1 eq) and Na2CO3 (0.89 g, 8.4 mmol, 2.1 eq) in a 40 ml reaction vial under vacuum, 25 mL of H20/THF (1 :4) is added via a syringe. The mixture is refilled with N2 and heated to 110 C overnight. TLC showed that the reaction is almost completed. Then solvent is evaporated and the residue is suspended in 200 mL (15% THF/EtOAc) and washed with water, brine, dried over Na2SO4, filtered, and evaporated. The residue is purified with a 50 g silica gel cartridge by Combi-flash (0-10% gradient of methanol in DCM to afford 513 mg of 3-(4-phenoxyphenyl)-1 H-pyrazolo[3,4-d]pyrimidin-4-amine. 1HNMR (300 MHz, DMSO-d6): delta 8.22 (s, 1 H), 7.66 (d, 2 H), 7.43 (t, 2 H), 7.10- 7.23 (m, 5 H).

With the rapid development of chemical substances, we look forward to future research findings about 151266-23-8.

Reference:
Patent; BETA PHARMA CANADA INC.; WANG, Zhaoyin; LI, Lianhai; WANG, Zhigang; WO2013/113097; (2013); 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. 1193-24-4, name is 4,6-Dihydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C4H4N2O2

General procedure: According to the conventional manufacturing method of the present inventors [16], under the condition containing two equivalents of triethylamine in dichloromethane at 25 , 4,6- dihydroxy-pyrimidine with 2 equivalents of Compound 2 by acylating a new and compounds 4, 6-pyrimidyl di (2-halo-benzoate) (compound 3) is prepared. After evaporation of dichloromethane, the mixture is dissolved in anhydrous THF, to remove the triethylamine hydrochloride by filtration. The concentrated residue was purified by short length silica gel (Davisil, pH = 7) was purified by column chromatography, or the Compound 3 is prepared by purification was recrystallized with 75% EtOAc / n- hexane

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, 1193-24-4, 4,6-Dihydroxypyrimidine.

Reference:
Patent; Duksung Women’s University Academic Cooperation; Lee, Jae In; Song, Yun jU; Choe, Jin Son; (12 pag.)KR2015/106483; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 58536-46-2, name is 4-(4-Bromophenyl)-2,6-diphenylpyrimidine, molecular formula is C22H15BrN2, 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. category: pyrimidines

Add intermediate IF-1 (12.18g, 31.45mmol) to a 250mL three-necked flask containing THF (100mL), and add n-butyllithium (1.99g, 31.09mmol) dropwise at -78 C. After the dropwise addition, the temperature is maintained for 1h. Trimethyl borate (4.61 g, 44.42 mmol) was then added dropwise, and the temperature was kept at room temperature for 1 h, followed by stirring overnight; hydrochloric acid (2 mol / L) was added to adjust the pH to neutral,After filtration, a white crude product was obtained, which was slurried with n-heptane to obtain a white solid intermediate I-F (7.68 g, yield 70%).

With the rapid development of chemical substances, we look forward to future research findings about 58536-46-2.

Reference:
Patent; Shanxi Laite Optoelectric Materials Co., Ltd.; Ma Tiantian; Yang Min; Nan Peng; (69 pag.)CN110615759; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 147118-40-9, 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.147118-40-9, name is Rosuvastatin methyl ester, molecular formula is C23H30FN3O6S, molecular weight is 495.56, as common compound, the synthetic route is as follows.

The fraction obtained in preparative HPLC is evaporated under reduced pressure (ca 200 mbar) to 50 ml and coled in freezer (ca -20°C) for 3 days. The suspension is filtered. The obtained crystals are dried under vacuum at 40 °C for 5 hours yielding 0,57 g of dry product, containing ca 11 percent of enantiomer; The fraction obtained in preparative HPLC is evaporated under reduced pressure (ca 200 mbar) to 50 ml and coled in freezer (ca -20°C) for 3 days. The suspension is filtered. The obtained crystals are dried under vacuum at 40 °C for 5 hours yielding 0,57 g of dry product, containing ca 11 percent of enantiomer; The filtrate of previous step is evaporated under reduced pressure and dried under vacuum at 40 °C for 5 hours yielding 0,43 g of dry product, containing less than 0,1percent of 3S, 5R enantiomer. The product is enantimerically pure MER having 99,9 percent enantiomeric purity, , as shown on Fig.4

The chemical industry reduces the impact on the environment during synthesis 147118-40-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; LEK Pharmaceuticals d.d.; EP2022784; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 7752-82-1, 5-Bromopyrimidin-2-amine, 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, Safety of 5-Bromopyrimidin-2-amine, blongs to pyrimidines compound. Safety of 5-Bromopyrimidin-2-amine

Example 9; 211 212 213Part A:To compound 211 (1.00 g, 5.74 mmol) in ethanol (100 ml_) was added chloroacetaldehyde (50 wt% solution in water, 7.34 ml_, 57.5 mmol) at room temperature. The reaction mixture was heated at reflux for 16 hours at which time LC- MS analysis indicated that the reaction was complete. The reaction mixture was concentrated under vacuum. The residue was taken back up in ethyl acetate and saturated sodium bicarbonate. The organic and aqueous layers were separated. The organic layer was washed with brine, dried over anh. sodium sulfate and concentrated to afford compound 212 as a beige solid. 1H NMR (400 MHz, DMSO-d6) delta 9.32 (d, 1 H), 8.56 (d, 1 H), 7.85 (d, 1 H), 7.74 (d, 1 H).

The synthetic route of 7752-82-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2008/82487; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, 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, SDS of cas: 4270-27-3, blongs to pyrimidines compound. SDS of cas: 4270-27-3

Compound 12a (5 g, 34 mmol) and sodium iodide (20 g) were dissolved in anhydrous DMF (50 mL) and heated to reflux for 1.5 h (Ar atmosphere). The DMF was evaporated, and the solid residue dissolved in H2O (200 mL). The solution was stirred at RT for 4 h, a solid material was collected by vacuum filtration, and the solid was washed with H2O and dried. The solid was crystallized from EtOAc, providing compound 22a. 1H NMR (DMSO-Of6) delta 6.03 (s, 1 H), 11.2 (s, 1 H), 11.6 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/79214; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, molecular formula is C5H3Cl2N3O, 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. Computed Properties of C5H3Cl2N3O

Example 108 Step A: (108A) A suspension of 2-amino-4,6-dichloro-pyrimidine-5-carboxaldehyde (300 mg, 1.56 mmol) and tert-butylhydrazine hydrochloride (390 mg, 3.13 mmol) in THF (15 ML) and triethyl amine (0.44 mL, 3.13 mmol) was stirred at rt for 5 min and then heated to 64C for 40 min. The reaction mixture was concentrated and diluted with water at 0C. The solid was filtered, washed with water and dried in vacuo over P205 to obtain the title compound 108A (240 mg, 68% yield) as a yellow solid. HPLC retention time: 2.11 min ; LC/MS : 226.10 (M+H) +.

With the rapid development of chemical substances, we look forward to future research findings about 5604-46-6.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/99820; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5750-76-5, 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 5750-76-5, name is 2,4,5-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Preparation 120: 2,5-Dichloropyrimidin-4-ol (1718) (1719) A stirred solution of 2,4,5-trichloropyrimidine (1.1 mL, 9.72 mmol) in 1 ,4-dioxane (10 mL) was treated with water (2 mL) and then NaOH (1 1.7 mL, 1 M). The reaction was heated at 50C in a reacti vial for 24 hours, after which the reaction was allowed to cool and was then diluted with EtOAc. The organic layer (containing starting material) was discarded. The pH of the aqueous was adjusted to ~6 with citric acid (5%, aq.) and the product was re-extracted with IPAiCHCb (1 :3 x3). These combined organic layers were washed with brine, dried over MgS04, filtered and concentrated under vacuum to yield the title compound (410 mg, 26 %) which was used crude. MS: [M+H]+ = 165.

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 5750-76-5, 2,4,5-Trichloropyrimidine.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; BERDINI, Valerio; BUCK, Ildiko Maria; DAY, James Edward Harvey; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; HOWARD, Steven; MURRAY, Christopher William; NORTON, David; O’REILLY, Marc; WOOLFORD, Alison Jo-Anne; COOKE, Michael Liam; COUSIN, David; ONIONS, Stuart Thomas; SHANNON, Jonathan Martin; WATTS, John Paul; (867 pag.)WO2017/68412; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 90349-23-8 ,Some common heterocyclic compound, 90349-23-8, molecular formula is C9H9N3O2, 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 (d) N-((l s,4s)-4-(5-Fluoro-2-(4 ‘-((4-(2-hydroxy ethyl)- 1 ,4-diazepan- l-yl)methyl)-2 ‘- (((SJ-S-methylmorpholinoJmethylJbiphenyl-S-yloxyJnicotinamidoJcyclohexylJ-S^- dimethylpyr azolo [ 1 ,5-a] pyrimidine-2-carboxamideTo a suspension of N-((ls,4s)-4-aminocyclohexyl)-5-fluoro-2-(4′-((4-(2-hydroxyethyl)-l,4- diazepan- 1 -yl)methyl)-2’-(((S)-3 -methylmorpholino)methyl)biphenyl-3 -yloxy Nicotinamide hydrochloride (200 mg, 0.24 mmol) in acetonitrile (2.74 ml) was added 5,7- dimethylpyrazolo[l,5-a]pyrimidine-2-carboxylic acid (48.9 mg, 0.26 mmol) and triethylamine (0.340 ml, 2.44 mmol). 1-Propanephosphonic acid cyclic anhydride, 1.57M solution in THF (0.171 ml, 0.27 mmol) was then added and the mixture stirred at RT for 2 hours. The mixture was evaporated to dryness and the residue dissolved in DCM (150 ml) and washed with saturated NaHCC^aq), brine, dried (MgSC^) and evaporated to give a foam. The crude product was purified by preparative HPLC using a 95-5% gradient of aqueous 0.2% ammonia in methanol as eluent to give the title compound as a white solid. Yield: 33 mg 1H NMR (W MHz, CDCl3) delta 8.11 – 8.03 (m, 2H), 7.48 – 7.37 (m, 2H), 7.22 – 7.14 (m, 3H), 7.12 – 7.07 (m, 2H), 6.88 (d, J= 6.9 Hz, 2H), 4.20 – 4.09 (m, IH), 4.06 – 3.96 (m, IH), 3.89 (d, J= 13.1 Hz, IH), 3.63 – 3.54 (m, 4H), 3.52 – 3.31 (m, 9H), 3.31 – 3.26 (m, 2H) 3.09 – 2.96 (m, 2H), 2.81 – 2.70 (m, 4H) 2.69 – 2.59 (m, 4H), 2.53 (s, 3H), 2.44 – 2.36 (m, IH), 2.23 – 2.11 (m, IH), 1.96 – 1.68 (m, 10H), 0.75 (d, J= 6.2 Hz, 3H). MS: [M+H]+=848 (calc=848) (MultiMode+)

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. 90349-23-8, 5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 32779-38-7 ,Some common heterocyclic compound, 32779-38-7, molecular formula is C4H2ClIN2, 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 A6. General experimental for the Negishi cross-couplingGeneral Scheme:Pd(PPh3)4 R99aZnBr + Ra 9a9Bb.l p99ap99b Representative Scheme:To a solution of tetrakis(triphenylphosphine)palladium (0.05 equiv) in THF was added the organozinc reagent (e.g., pyridin-2-ylzinc bromide, 2 equiv) at 15 C under N2. Then, a solution of aryl iodine (e.g., 2-chloro-5-iodopyrimidine, 1 equiv) in THF was added. The reaction mixture was stirred at room temperature for 3 h. The mixture was poured into ¾0 and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2S04. After filtration and concentration, the crude product was purified by silica-gel column to give the C-C coupling product (e.g., 2-chloro-5- (pyridin-2-yl)pyrimidine).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,32779-38-7, its application will become more common.

Reference:
Patent; HEFFERNAN, Michele, L., R.; HARDY, Larry, Wendell; WU, Frank, Xinhe; SARASWAT, Lakshmi, D.; SPEAR, Kerry, L.; WO2012/170845; (2012); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia