Day: March 22, 2022

Reference of 84341-13-9, 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 84341-13-9, name is 8-Chloropyrido[3,4-d]pyrimidin-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 8-chloro-3H-pyrido[3,4-d]pyrimidin-4-one (50 mg, 0.27 mmol), tributyl-(1-methylimidazol-4-yl)stannane (224 mg, 0.027 mmol) and [1,1?-bis(di- tert-butylphosphino)ferrocene]dichloropalladium (18 mg, 0.027 mmol) in DMF (1 mL) was stirred in a sealed vial at 150 C for 2 h. The reaction mixture was filtered and purified by preparative HPLC. The relevant fractions were concentrated to a yellow oil. The oil was taken in ethanol and HCl (1N) in ethanol was added. The resulting precipitate was filtered and dried to give 12 mg (20%) of the title compound as a white solid (hydrochloride salt).?H NMR (400 MHz, DMSO-d6): oe 3.98 (s, 3 H), 8.06 (d, J=5.05 Hz, 1 H), 8.36 (s, 1 H), 8.68 (s, 1 H), 8.76 (d, J=5.05 Hz, 1 H), 9.28 (s, 1 H), 12.99 (br. s., 1 H). [M+H] Calc?d for C11H9N50, 228; Found, 228.

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 84341-13-9, 8-Chloropyrido[3,4-d]pyrimidin-4-ol.

Reference:
Patent; QUANTICEL PHARMACEUTICALS, INC.; KANOUNI, Toufike; STAFFORD, Jeffrey, Alan; VEAL, James, Marvin; WALLACE, Michael, Brennan; WO2014/151106; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 831203-15-7 ,Some common heterocyclic compound, 831203-15-7, molecular formula is C6H4BrN3, 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.

Add acetic anhydride (2.50 g, 23.7 mmol) to a solution of2-(5-bromopyrimidin-2yl)acetonitrile (950 mg, 4.75 mmol) and triethyl orthoformate (3 mL, 17.7 mmol), the reaction mixture is stirred at 120 oc for 5 h. The reaction mixture is concentrated to afford 10 title compound (0.96 g, 79.6%) as brown crude. LCMS (m/z): 255.9 [M+Ht.

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. 831203-15-7, 2-(5-Bromopyrimidin-2-yl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELI LILLY AND COMPANY; LILLY CHINA RESEARCH AND DEVELOPMENT CO., LTD.; MA, Tianwei; WU, Liang; ZHANG, Xuejun; (109 pag.)WO2019/41340; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 20924-05-4, 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 20924-05-4 as follows.

EXAMPLE 20-N-[2-(Benzothiazole-2-sulfonylamino)-ethyl]-N-[(thymin-l-yl)- acetyl]-glycine ethyl ester [00325] To the mixture of N-[2-(benzothiazole-2-sulfonylamino)-ethyl]-glycine ethyl ester (1.72g, 5 mmol), (thymin-1-yl)-acetic acid (0.92 g, 5 mmol), HOBt (0.81 g, 6 mmol), and DCC (1.24 g, 6 mmol) in DMF (15 mL) was added N, N-diisopropylethylamine (1.31 mL, 7.5 mmol) at ambient temperature. The resulting reaction mixture was stirred for 5 h at the same temperature and the solvent was removed ira vacua to 5 mL. The residue was dissolved in dichloromethane (50 mL) and the precipitate was filtered. The filtrate was washed with IN HCI aqueous solution, saturated sodium bicarbonate solution, and brine. The organic layer was dried over magnesium sulfate and filtered. The filtrate was concentrated and the residue was triturated with ethyl alcohol. The resulting solid was filtered off and dried in vcvacuo to give the title compound (1.91 g, 75 %) as a white solid NMR (500 MHz; DMSO-d6) 8 11.29 (s, 0.6H), 11.28 (s, 0.4H), 8.99 (brs, 0.6H), 8.82 (brs, 0.4H), 8.28 (m, 1H) 8.18 (d, 1H) 7.66 (m, 2H) 7.31 (s, 0.6H) 7.42 (s, 0.4H) 4.66 (s, 1.2H) 4. 47 (s, 0.8H) 4. 31 (s, 0.8H), 4.05 (s, 1.2H), 4.04 (q, 1.2H), 3.55 (t, 1.2H), 3. 40-3. 34 (m, 2.8H), 3.20 (t, 0. 8H), 1.73 (s, 3H), 1.19 (t, 1.2H), 1.14 (t, 1.8H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20924-05-4, its application will become more common.

Reference:
Patent; PANAGENE, INC.; WO2003/91231; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 34253-03-7 , The common heterocyclic compound, 34253-03-7, name is Methyl pyrimidine-2-carboxylate, molecular formula is C6H6N2O2, 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.

[0507] Synthesis of pyrimidin-2-ylmethanol: [0508] To a stirred solution of methyl pyrimidine-2-carboxylate (10.0 g, 72.46 mmol) in EtOH (100 mL) was added NaBH4 (3.85 g, 101.31 mmol) portion wise at 0 C under inert atmosphere. The reaction mixture was warmed to RT and stirred for 2 h. After completion of starting material by TLC, the volatiles were evaporated under reduced pressure. The residue was diluted with saturated K2C03 solution and extracted with EtOAc. The combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo to afford pyrimidin-2-ylmethanol (4.5 g, crude) as yellow semi-solid. 1H-NMR (DMSO-d6, 400 MHz): delta 8.76 (d, 2H), 7.42 (t, 1H), 5.29 (br s, 1H), 4.61 (s, 2H); LC-MS: 94.12%; 111 (M++l) (column; Chromolith RP-18, (100×4.6 mm); RT 2.24 min. 5mM NH4OAc: ACN; 0.8 ml/min); TLC: 100% EtOAc (Rf: 0.2).

The synthetic route of 34253-03-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); 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. 63206-77-9, name is [1,2,4]Triazolo[4,3-a]pyrimidin-3(2H)-one, the common compound, a new synthetic route is introduced below. Computed Properties of C5H4N4O

A mixture of 2H,3H-[1,2,4]triazolo[4,3-a]pyrimidin-3-one (20 mg, 0.15 mmol) (Intermediate 22) , 2-bromo-N-[(1S)-1-(4-chloro-3- fluorophenyl)ethyl]acetamide (43 mg, 0.15 mmol) (Intermediate 3) and potassium carbonate (61 mg, 0.44 mmol) in acetonitrile (2 mL) was heated to 60 C for 3 hours. The reaction was cooled and quenched into water. The aqueous layer was extracted into ethyl acetate three times, the combined organics were washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was triturated with ethyl acetate and the solid material dried in vacuo to yield the title compound (22 mg, 43% yield).1H NMR (500 MHz, DMSO-d6) d 8.62 (d, J = 7.7 Hz, 1H), 8.55 (dd, J = 2.0, 3.8 Hz, 1H), 8.37 (dd, J = 2.0, 7.0 Hz, 1H), 7.54 (t, J = 8.1 Hz, 1H), 7.36 (dd, J = 1.9, 10.7 Hz, 1H), 7.20 (dd, J = 1.9, 8.3 Hz, 1H), 6.73 (dd, J = 3.8, 7.0 Hz, 1H), 4.94 (p, J = 7.0 Hz, 1H), 4.64 (d, J = 16.6 Hz, 1H), 4.59 (d, J = 16.6 Hz, 1H), 1.37 (d, J = 7.0 Hz, 3H). LCMS (Analytical Method A) Rt = 2.31min, MS (ESIpos): m/z= 350 [M+H]+, Purity = 98%.

The synthetic route of 63206-77-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BLACKTHORN THERAPEUTICS, INC.; JONES, Robert M.; BRANDT, Gary; (506 pag.)WO2020/97609; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 16097-60-2, 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.16097-60-2, name is 2-Amino-4-chloro-6-(trifluoromethyl)pyrimidine, molecular formula is C5H3ClF3N3, molecular weight is 197.55, as common compound, the synthetic route is as follows.

A. Preparation of 2-Amino-4-(trifluoromethyl)-6-(2,2,2-trifluoroethoxy)-pyrimidine 2,2,2-Trifluoroethanol (2.2 mL, 30 mmol) was slowly added to a suspension of NaH (1.5 g, 36 mmol, 60% dispersion in mineral oil) in anhydrous THF (50 mL) under an N2 atmosphere. To the resulting mixture was added a solution of 2-amino-4-chloro-6-trifluoromethylpyrimidine (5.0 g, 25 mmol; for preparation see: Giner-Sorolla, A. and Bendich, A. J. Am. Chem. Soc. 1957, 80, 5744 and Gershon, H. et al. J. Het. Chem. 1983, 20, 219) in anhydrous THF (50 mL). The resulting mixture was stirred 18 h at room temperature and the solvent evaporated. The resulting residue was partitioned between CH2Cl2 (200 mL) and H2O (200 mL). The organics separated, dried over MgSO4, filtered and evaporated to afford 2-amino-4-(2,2,2-trifluoroethoxy)-6-trifluoromethyl-pyrimidine as a tan solid (4.9 g, 74% yield): m.p. 108-110 C.; 1H NMR (CDCl3) delta 6.54 (s, 1H), 5.53 (bs, 2H), 4.76 (q, 2H, J=8.2 Hz); GCMS (EI, 70 eV) m/z 261 (M+).

Statistics shows that 16097-60-2 is playing an increasingly important role. we look forward to future research findings about 2-Amino-4-chloro-6-(trifluoromethyl)pyrimidine.

Reference:
Patent; Dow AgroSciences LLC; US2009/93486; (2009); A1;,
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. 74840-34-9, name is 4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid, molecular formula is C6H5ClN2O2S, 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. COA of Formula: C6H5ClN2O2S

A suspension of ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate (3 g, 12.9 mmol) in 40 mL methanol and 20 mL 1N NaOH solution was heated at 50° C. for 12 hrs. The reaction mixture was poured onto ice water and acidified with conc. HCl. The white creamy mixture was extracted with EtOAc. The organic fractions were dried (Na2SO4) filtered and the filtrate was concentrated to give a white solid (2 g). The solid was dissolved in 50 mL of CH2Cl2, and cooled under N2 in an ice-water bath. To the reaction was slowly added oxalyl chloride (2 mL, 19 mmol) and a drop of DMF. The reaction mixture was stirred at rt for 5 h. The reaction mixture was concentrated to give the title compound as a brown solid. This material was used in the next step without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 74840-34-9.

Reference:
Patent; Player, Mark R.; Parsons, William H.; Huang, Hui; Hutta, Daniel A.; Hu, Huaping; Rinker, James; US2008/114007; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 89792-11-0, 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. 89792-11-0, name is 2-Methyl-1H-pyrrolo[2,3-d]pyrimidin-4(7H)-one, molecular formula is C7H7N3O, 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.

A suspension of 90 mg (0.60 mmol) of the above hydroxypyrrolopyrimidine in 2 mL of phosphorous oxychloride was refluxed for 2 hours. The excess phosphorous oxychloride was removed and the residue was quenched carefully with ice. The mixture was extracted with ethyl acetate. The extracts were washed with brine, dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography on silica gel (10% methanol/DCM). The desired product was obtained as a colorless solid (86 mg, 85%). MS: (M + H)/z = 168.

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 89792-11-0, 2-Methyl-1H-pyrrolo[2,3-d]pyrimidin-4(7H)-one.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2009/9740; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 209959-33-1, 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. 209959-33-1, name is 2-[Bis(tert-Butoxycarbonyl)amino]-5-bromopyrimidine. A new synthetic method of this compound is introduced below.

3- (2-bis-tert-Butoxycarbonylamino-pyrimidin-5-yl)-acrylic acid tert-butyl ester:; A mixture of (5-bromo-pyrimidin-2-yl) -bis-carbamic acid tert-butyl ester (5.0 g, 13.4 mmol), tert- butylacrylate (3.9 mL, 26.7 mmol), potassium acetate (3.9 g, 40.2 mmol), tetrabutylammonium bromide (4.3g, 13.4 mmol), palladium acetate (150 mg, 0.7 mmol), and N-N’-dimethylformamide (50 mL) was stirred at 70 C for 1 h. Solvent removed under vacuum, and residue partitioned between ether (200 mL) and water. Organic washed further with water and saturated ammonium chloride then dried over magnesium sulfate. Product isolated as a yellow solid after purification on silica. M+1=422.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,209959-33-1, 2-[Bis(tert-Butoxycarbonyl)amino]-5-bromopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; WO2005/70932; (2005); A2;,
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. 1256353-15-7, name is 8-Bromopyrido[4,3-d]pyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 1256353-15-7

Step B: 8-Bromopyrido[4,3-Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; ALIAGAS, Ignacio; GRADL, Stefan; GUNZNER, Janet; LEE, Wendy; MATHIEU, Simon; RUDOLPH, Joachim; WEN, Zhaoyang; ZHAO, Guiling; BUCKMELTER, Alexandre J.; GRINA, Jonas; HANSEN, Joshua D.; LAIRD, Ellen; MORENO, David; REN, Li; WENGLOWSKY, Steven Mark; WO2011/25938; (2011); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia