Category: 4595-61-3

Reference of 4595-61-3 , The common heterocyclic compound, 4595-61-3, name is Pyrimidine-5-carboxylic acid, molecular formula is C5H4N2O2, 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.

General procedure: General CouIinQ Procedure 4 COMU (1 .5 eq.) and DIPEA (4 eq.) were added to a stirred solutionCarboxylic acid A (1.0 eq.) and Amine B (1.2 eq.) in THF (2 mL) at RT. Thereaction mixture was stirred for 16 h at RT. The reaction mixture was then poured in ice water, stirred for 5 mm. and the resulting precipitate was filtered and washed with water. The cake was dried under reduced pressure and washed with diethyl ether and n-pentane to obtain a crude product. Additional purification by flash chromatography over silica was performedwhen necessary.

The synthetic route of 4595-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FROST BIOLOGIC, INC.; SIDDIQUI-JAIN, Adam; WO2015/127284; (2015); A2;,
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. 4595-61-3, name is Pyrimidine-5-carboxylic acid, the common compound, a new synthetic route is introduced below. name: Pyrimidine-5-carboxylic acid

To a solution of pyrimidine-5-carboxylic acid (1.38 g, 11.13 mmol, 1.1equiv; [CAS RN 4595-61-3]) in DMF (44 mL) was added 3-(4-trifluoromethyl-phenyl)-prop-2-yn-1-ol(2.02 g, 10.1 mmol, 1.0 equiv; [CAS RN 173546-21-9]), 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide) hydrochloride (2.33 g, 12.1 mmol, 1.2 equiv; [CASRN 25952-53-8]) and 4-dimethylaminopyridine (0.25 g, 2.0 mmol, 0.2 equiv). The reaction mixturewas stirred at rt for 2 h and then concentrated by evaporation under reducedpressure. A sat. solution of NaHCO3 (50 mL) was added and the crude productextracted with DCM (3 x 100 mL). The combined organic layers were dried over MgSO4,concentrated under reduced pressure and the product purified by MPLC elutingwith a gradient of DCM / methanol. The title compound was isolated as whitesolid (2.36 g, 76percent).?1H NMR (600 MHz, CDCl3): d = 5.23 (s, 2H), 7.57 ? 7.60 (m, 4H), 9.35 (s, 2H), 9.41 (s, 1H). 13CNMR (150 MHz, CDCl3): d = 54.0, 84.5, 86.1, 123.9 (q, JCF= 270.6 Hz), 123.9 (br s), 125.5 (q, JCF= 3.7 Hz), 125.7 (d, JCF =1.4 Hz), 131.0 (q, JCF =32.6 Hz), 132.3, 158.3, 161.9, 163.1. 19F NMR (280MHz, CDCl3): d = -63.0. HRMS (ESI+): m/z [M]+ calcd for C15H9F3N2O2:306.0616, found: 306.0610.

The synthetic route of 4595-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Martin, Rainer E.; Lenz, Mario; Alzieu, Thibaut; Aebi, Johannes D.; Forzy, Liliane; Tetrahedron Letters; vol. 54; 49; (2013); p. 6703 – 6707;,
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. 4595-61-3, name is Pyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below., Formula: C5H4N2O2

Example 2 1,4,5,6-Tetrahydropyrimidine-5-carboxylic Acid Hydrochloride Pyrimidine-5-carboxylic acid (5.0 g, 40 mmol) was suspended in a mixture of 150 ml water and concentrated hydrochloric acid (4.0 g, 40.5 mmol). The mixture was hydrogenated at 26 psig over 1.0 g Pd-on-carbon 10percent in a Parr hydrogenator for 3 h. The suspension was filtered and the filter rinsed twice with hot water (20 ml). The filtrate was evaporated in vacuo to give 6.11 g yellow oil (92percent). The oil was crystallized from anhydrous methanol/tetrahydrofuran (THF) to give 5.77 g (87percent) white crystals in two crops. 300 MHz nmr indicated product.

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Reference:
Patent; The University of Toledo; US5175166; (1992); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4595-61-3, Adding some certain compound to certain chemical reactions, such as: 4595-61-3, name is Pyrimidine-5-carboxylic acid,molecular formula is C5H4N2O2, 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 4595-61-3.

EXAMPLE 6. PREPARATION OF {(1S,4S)-5-[(S)-1-(2-CHLORO-4-METHOXY-3-METHYL-PHENYL)- ETHYL]-2,5-DIAZA-BICYCLO[2.2.1]HEPT-2-YL(at)-(1-OXY-PYRIDIN-4-YL)-METHANONE [0161] Isonicotinic acid N-oxide (8.3 mg, 0.06 mmol), BOP (33.2 mg, 0.075 mmol), and Et3N (17.4 pL, 0.125 mmol) are added to a solution of (lS,4S)-2-[(S)-1-(2-chloro-4-methoxy-3- methylphenyl)-ethyl]-2,5-diazabicyclo [2.2.1]heptane (14 mg, 0.05 mmol) in anhydrous DMA (1 mL). The reaction mixture is stirred at room temperature for 16 h, diluted with EtOAc, washed with aqueous NaOH IN (2 x 8 mL) and brine, dried with NazS04, filtered and concentrated under reduced pressure. The residue is purified by preparative thin layer chromatography eluting with CH2C12- MeOH-NH40H (90-9-1) to afford the title compound as a yellow oil. LC/MS: 402 (M+1).

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. 4595-61-3, Pyrimidine-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/110982; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4595-61-3, 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. 4595-61-3, name is Pyrimidine-5-carboxylic acid, molecular formula is C5H4N2O2, 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 10: Preparation of N-r7-methoxy-8-(3-morpholin-4-ylpropoxy)-2.3- dihvdroimidazopi ^-ciquinazolin-S-vnpyrimidine-delta-carboxamide .; 7-Methoxy-8-(3-morpholin-4-ylpropoxy)-2,3-dihydroimidazo[1 ,2-c]quinazolin-5-amine (100 mg, 0.22 mol) was dissolved in DMF (5 ml_), and pyrimidine-5-carboxylic acid (41 mg, 0.33 mmol) was added. PYBOP (173 mg, 0.33 mmol) and diisopropylethylamine (0.16 ml_, 0.89 mmol) were subsequently added, and the mixture was stirred at rt overnight. EtOAc was added, and the precipitate was isolated by vacuum filtration to give the title compound (12 mg, 11percent): HPLC MS RT = 1.07 min, MH+= 466.2; 1H NMR (DMSO-cfe + 2 drops TFA-cQ delta: 9.48 (2H, s), 9.39 (1 H, s), 8.05 (1 H, d), 7.47 (1 H, d), 4.59 (2H, m), 4.35 (2H, br t), 4.26 (2H, m), 4.02 (3H, s), 4.00 (2H, m), 3.67 (2H, br t), 3.52 (2H, m), 3.33 (2H1 m), 3.16 (2H, m), 2.27 (2H, m).

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 4595-61-3, Pyrimidine-5-carboxylic acid.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2008/70150; (2008); 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. 4595-61-3, name is Pyrimidine-5-carboxylic acid, molecular formula is C5H4N2O2, 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. HPLC of Formula: C5H4N2O2

5-Pyrimidinecarboxylic acid (500mg) in thionyl chloride (5mL) was stirred at 110¡ãC5 under nitrogen for 1h. The solvent was evaporated under vacuum to give 5-pyrimidinecarbonyl chloride as a brown oil (505mg). (4-Bromo-2-fluorophenyl)(iodo)zinc intetrahydrofuran (0.5M, 7.0ml_) was added slowly to a stirred mixture of the acid chloride(500mg) and tetrakis(triphenylphosphine)palladium(0) (203mg) in tetrahydrofuran (3mL) atroom temperature under nitrogen then stirred at room temperature for 1h. Aqueous10 ammonium chloride (1M, 5mL) was added and the mixture was absorbed onto silica andpurified by chromatography on a silica column eluting with a cyclohexane/ethyl acetategradient to give the title compound (712mg).LC-MS: Rt 2.65min.

With the rapid development of chemical substances, we look forward to future research findings about 4595-61-3.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/73189; (2005); 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. 4595-61-3, name is Pyrimidine-5-carboxylic acid, molecular formula is C5H4N2O2, 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. Product Details of 4595-61-3

1,1?-carbonyldiimidazole (1.23 g, 7.57 mmol) was added to a suspension of pyrimidine-5-carboxylic acid (783 mg, 6.31 mmol) in DCM (20 mL) and the mixture was stirred at room temperature for 15 min before addition of N,O-dimethylhydroxylamine hydrochloride (739 mg, 7.57 mmol). The mixture was stirred at room temperature for 5 d, then was diluted with saturated aqueous NH4Cl and water and extracted with DCM. The organic phase was washed with water, and the aqueous phases were back-extracted with DCM. The organic phase was dried (Na2SO4), filtered, and concentrated, affording the crude title compound as a light yellow oil which was used without further purification in the next reaction

With the rapid development of chemical substances, we look forward to future research findings about 4595-61-3.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Fourie, Anne; Xue, Xiaohua; Mirzadegan, Taraneh; Ganamet, Kelly; US2014/107097; (2014); 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. 4595-61-3, name is Pyrimidine-5-carboxylic acid, molecular formula is C5H4N2O2, 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. Safety of Pyrimidine-5-carboxylic acid

Example 1.32: Preparation of (tf)-(5-(4-(2-(2-Methylpyrrolidin-l- yl)ethyl)phenyl)isoindolin-2-yl)(pyrimidin-5-yl)methanone (Compound 29).In a 10 mL microwave vial were placed (R)-5-(4-(2-(2-methylpyrrolidin-l- yl)ethyl)phenyl)isoindoline (0.100 g, 0.326 mmol), pyrimidine-5-carboxylic acid (0.0607 g, 0.489 mmol), triethylamine (0.0910 mL, 0.653 mmol), PS-carbodiimide (1.02 g, 1.63 mmol), and CH2Cl2 (3 mL). The reaction was heated under microwave irradiation at 1200C for 1 h. The mixture was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by HPLC to give the TFA salt of the title compound as a white solid (0.060 mg). LCMS m/z = 413.2 [M+H]+; 1H NMR (400 MHz, Methanol-*/,) delta ppm 1.26-1.31 (m, 3H), 1.48 (dd, J = 6.44, 3.66 Hz, 4H), 2.10 (s, 2H), 3.03-3.18 (m, 2H), 3.44-3.58 (m, IH), 3.69-3.80 (fn, IH), 4.91-4.96 (m, IH), 4.96-5.00 (m, IH), 5.01-5.08 (m, 2H), 7.34-7.50 (m, 4H), 7.54-7.67 (m, 4H), 9.10 (s, 2H), 9.30 (s, IH).

With the rapid development of chemical substances, we look forward to future research findings about 4595-61-3.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2009/105206; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia