Tag: M.W:100-200

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. 49845-33-2, name is 2,4-Dichloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below., 49845-33-2

solution of 2, 4-dichloro-5-nitro pyrimidine (7.26g, 37.4mmol) in THF (100 ml) is cooled to -78 oC. A solution of methyl amine (8M in methanol, 9.35 ml, 74.8 mmol) is added dropwise. The mixture is allowed to warm to room temp and concentrated. The residue is partitioned between ethylacetate and water. The layer is separated and the aqueous layer is extracted with ethylacetate. The combined organic extracts are washed with brine, dried over Na2SO4, filtered and concentrated to afford the title product (7.0 g) (Note: The product contains 5percent regio-isomer, 4-chloro-2-(methylamino)-5-nitropyrimidine). The residue is used in the next step without further purification. mp: 86-87 OC; 1H NMR (300 MHz, CDCl3): delta 9.06 (s, 1H), 8.43 (brs, 1H), 3.25 (d, J = 5.12 Hz, 3H) ppm; m/z=189 (M+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,49845-33-2, 2,4-Dichloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Sadanandam; Jyothi; Adharvana Chari; Das, Parthasarathi; Mukkanti; Tetrahedron Letters; vol. 52; 42; (2011); p. 5521 – 5524;,
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. 771-81-3, name is 4-Amino-2-(methylthio)pyrimidine-5-carboxylic acid, the common compound, a new synthetic route is introduced below. 771-81-3

To a solution of 4-amino-2-methylmercaptopyrimidine-5-carboxylic acid (185 mg, 1 mmol) and p-methoxybenzyl amine (164 mg, 1.2 mmol) in N,N-dimethylformamide was added 1-hydroxybenzotriazole (92 mg, 92 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarboiimide hydrochloride (229 mg, 1.2 mmol). The reaction mixture was stirred at room temperature over night. The solvent was removed under reduce pressure. The residue was dissolved in ethyl acetate (30 mL) and washed by water (30 mL) and brine (30 mL), dried over sodium sulfate, and the solvent was ecaporated. The residue was purified by column chromatography (hexanes:ethyl acetate=1:1) to give the desired product as a white powder (245 mg, 81%). [0310] HPLC (4 minute gradient) tR=2.09 min; MS m/z 305.08 (M+H)+

Statistics shows that 771-81-3 is playing an increasingly important role. we look forward to future research findings about 4-Amino-2-(methylthio)pyrimidine-5-carboxylic acid.

Reference:
Patent; Lang, Hengyuan; Lan, Jiong; Fang, Yunfeng; US2005/20590; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

2380-63-4, 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. 2380-63-4, name is 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C5H5N5, 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.

Scheme 1 depicts the synthesis of 2-( 4-amino-lH-pyrazolo[3,4-d]pyrimidin-3-yl) iodide (Cpd. 1-3), an intermediate in the synthesis of the compounds of the invention and its further reactions to obtain final inhibitor analogs. Cyano substituted aminopyrazole 1-1 is heated with formamide at 1600C for 5 hours to yield 2-( 4- amino-lH-pyrazolo[3,4-d]pyrimidine (compound 1-2) in 90% yield. This intermediate is reacted with N- iodosuccinimide in dimethylformamide at 800C for 16 hours, to produce 2-( 4-amino-lH-pyrazolo[3,4-d]pyrimidin-3- yl iodide (Cpd. 1-3) in 90% yield.

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. 2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INTELLIKINE, INC.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; WILSON, Troy, Edward; MARTIN, Michael; ROMMEL, Christian; WO2010/6086; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

32779-36-5, 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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine. A new synthetic method of this compound is introduced below.

In a microwave vial were mixed: 1,1-dimethylethyl 1-piperazinecarboxylate (110 mg, 0.589 mmol, available from Fluke), 5-bromo-2-chloropyrimidine (95 mg, 0.491 mmol, available from Lancaster) and DIPEA (0.112 mL, 0.638 mmol) in tert-butanol (2 mL). The reaction was stirred and heated in an Emrys Optimizer microwave at 150¡ã C. for 0.5 hr. The reaction mixture was partitioned between EtOAc (20 mL) and water (20 mL) and the organic layer washed with brine (20 mL) before being dried through an hydrophobic frit and concentrated to yield the desired product (162.3 mg)LCMS (Method C): Rt=1.26, MH+=343

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. 32779-36-5, 5-Bromo-2-chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Demont, Emmanuel Hubert; Garton, Neil Stuart; Gosmini, Romain Luc Marie; Hayhow, Thomas George Christopher; Seal, Jonathan; Wilson, David Matthew; Woodrow, Michael David; US2012/208798; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 672-41-3 as follows., 672-41-3

Example 17N-{4-r(3-Methyl-4-oxo-3.4-dihvdroquinazolin-6-yl)oxylphenyl|-N’-r6- ftrifluoromethyl)pyrimidin-4-yl]urea; A the solution of 2,2,2-trichloro-N-{4-[(3-methyl-4-oxo-3,4-dihydroquinazolm-6- yl)oxy]phenyl}acetamide (Method 29, 206 mg, 0.50 mmol) andnuaOH (52 mg, 1.3 mmol) in DMSO (3 ml) was treated with 6-(trifluoromethyl)pyrimidin-4-amine (Method 30, 98 mg, 0.60 mmol). The reaction mixture was stirred at 80 C until the starting material was consumed. The reaction mixture was cooled to ~25 C and then added to water. The aqueous layer was extracted with DCM and the combined extracts were washed with NH4Cl(aq). The organic solution was dried over Na2SO4(S) and the solvents were removed under reduced pressure. The crude material was purified by crystallization to yield 80 mg of desired compound (35 %). NMR: 10.23 (s, 1 H), 9.67 (s, 1 H), 9.00 (s, 1 H), 8.31 (s, 1 H), 8.19 (s, 1 H), 7.71 (d, 1 H), 7.63 – 7.51 (m, 3 H), 7.46 – 7.39 (m, 1 H), 7.19 – 7.10 (m, 2 H), 3.46 (s, 3 H); m/z 456.

The chemical industry reduces the impact on the environment during synthesis 672-41-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/119055; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 90213-66-4, name is 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 90213-66-4

To a mixture of 2,4-dichloro-7H- pyrrolo[2,3-d]pyrimidine (7 g, 37.23 mmol) in DMF (37 mL) was added NIS (8,79 g, 39.09 mmol) in one portion at 0 C under N2. The mixture was stirred at 25 C for 1.5 h. The reaction solution was poured into ice-water ( 100 mL), and the resulting precipitate was isolated by filtration. The filter cake was washed with ice water (2 chi 50 mL) and dried under reduced pressure to give 2,4-dichloro-5-iodo-7H- pyrrolo[2,3-d]pynmidme as a yellow solid. LCMS: RT 0,771 min, m/z = 313.9 [M+H]+. NMR (400 MHz, DMSO): delta 13.12 (br. s, 1 H), 7.97 (d, J=2.01 Hz, 1 H).

Statistics shows that 90213-66-4 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; DENALI THERAPEUTICS INC.; ESTRADA, Anthony A.; FENG, Jianwen A.; LYSSIKATOS, Joseph P.; SWEENEY, Zachary K.; DE VICENTE FIDALGO, Javier; (271 pag.)WO2017/87905; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

137234-74-3, 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. 137234-74-3, name is 4-Chloro-6-ethyl-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

Comparative Example: Reformatsky reaction of 4-(1-bromoethyl)-5-fluoro-6-(1-methyl-1H-tetrazol-5-yl-sulfanyl)pyrimidine; Step 1: Preparation of 4-ethyl-5-fluoro-6-(1-methyl-1H-tetrazol-5-yl-sulfanyl)pyrimidine; A mixed solution of 14.5g of 5-mercapto-1-methyltetrazole and 200mL of tetrahydrofuran was cooled to 5 and 3.3g of sodium hydride was added thereto, followed by stirring for 10 minutes. After being stirred at 25 for 30 minutes, the mixed solution was cooled to 5. 20g of 4-chloro-6-ethyl-5-fluoropyrimidine was added dropwise thereto at a temperature of below 20 over 15 minutes, followed by elevation to 25 and stirring for 30 minutes. The resulting mixture was concentrated under reduced pressure and diluted with 300mL of ethyl acetate. The organic layer was successively washed with 200mL of a saturated ammonium chloride solution and 200mL of purified water. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The concentrate was crystallized from 30mL of isopropanol and 30mL of hexane, filtered and dried to afford 19g (yield: 63.4%) of a pale yellow compound. 1H-NMR (200MHz, CDCl3) delta (ppm): 8.52 (s,1H), 4.11 (s,3H), 2.86 (q,2H), 1.32 (t,3H)

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. 137234-74-3, 4-Chloro-6-ethyl-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Boryung Pharmaceutical Co., Ltd; EP2444398; (2012); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

611-08-5, 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. 611-08-5, name is 5-Nitrouracil. This compound has unique chemical properties. The synthetic route is as follows.

5-nitrouracil (10.00 g, 64 mmole) and potassium carbonate were stirred in dimethylformamide (50 ML) for 15 min.. A solid formed.. iodomethane (5.3 ML, 85 mmol) was added and the flask was shaken until the solid dissolved.. After the reaction mixture was stirred for 30 min., 2% NaOH (w/v) (200 ML) was added, followed by water (100 ML).. The solution was washed with ethyl acetate (100 ML), and the aqueous layer was acidified to PH 3 with 1.0N HCl. A precipitate formed as the PH was lowered.. After allowing the heterogeneous solution to stand for 16 hours, the product was filtered, washed with water, and air dried.. The title compound was isolated in 77% yield as a yellow powder; m.p. 249 to 250 C.

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 611-08-5, 5-Nitrouracil.

Reference:
Patent; Corvas International, Inc.; US6342504; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

7752-82-1, 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, 7752-82-1, blongs to pyrimidines compound.

To a solution of 5-bromopyrimidin-2-amine (11, 5.22 g, 30 mmol) in DMF (50 mL) was added DMAP (366 mg, 3 mmol) and triethylamine (6.3 mL, 75 mmol), followed by the addition of di-tert-butyl dicarbonate (17 mL, 75 mmol). The reaction mixture was stirred at 60 C for 5 h, then the organic solvent was removed by rotary evaporation. MeOH (50 mL) and K2CO3 (2 equiv.) was added to the residue, then the mixture was stirred at 60 C for 1.5 h. The organic solvent was evaporated, and cold water was added. The formed precipitate was filtered off, washed with water, and dried to provide off-white solid 12 (7.38 g, 90% yield, Rf = 0.90 in CH2Cl2). 1H NMR (400 MHz, DMSO-d6) delta: 10.21 (s, 1H), 8.71 (s, 2H), 1.44 (s, 9H). 13C NMR (100 MHz, DMSO-d6) delta: 158.4, 156.5, 150.6, 112.3, 79.7, 27.9. MS (ESI + APCI) m/z: 274.0 [M-H]-, 276.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7752-82-1, its application will become more common.

Reference:
Article; Peng, Wei; Tu, Zheng-Chao; Long, Zi-Jie; Liu, Quentin; Lu, Gui; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 644 – 654;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

1004-17-7, 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.1004-17-7, name is 2-Methylpyrimidine-4-carbaldehyde, molecular formula is C6H6N2O, molecular weight is 122.1246, as common compound, the synthetic route is as follows.

Intermediate 10 (0516) (S)-Methyl 4-(2-chloro-5-methylpyridin-4-yl)-l-(2-(((2-methylpyrimidin-4- l)methyl)amino)propyl)-lH-pyrrole-2-carboxylate (0517) (0518) 2-methylpyrimidine-4-carbaldehyde (96 mg, 0.79 mmol) was added to (5)-methyl l-(2- aminopropyl)-4-(2-chloro-5-methylpyridin-4-yl)-lH-pyrrole-2-carboxylate (0519) dihydrochloride (Intermediate 3; 250 mg, 0.66 mmol) in DCM (10 mL) at 25C under nitrogen. After stirring at 40C for 3 hours, sodium triacetoxyborohydride (278 mg, 1.31 mmol) was added. The resulting mixture was stirred at 25 C for 12 hours. The reaction mixture was quenched with saturated NaHC03 (20 mL), extracted with DCM (3 x 50 mL) and dried over Na2S04, filtered and evaporated to afford a residue. The crude product was purified by flash silica chromatography (elution gradient 0 to 5% MeOH in DCM). Pure fractions were evaporated to dryness to afford (5)-methyl 4-(2-chloro-5-methylpyridin-4- yl)- 1 -(2-(((2-methylpyrimidin-4-yl)methyl)amino)propyl)- 1 H-pyrrole-2-carboxylate (Intermediate 10; 130 mg, 47.8 %) as a solid, m/z (ES+), [M+H]+ = 414.

Statistics shows that 1004-17-7 is playing an increasingly important role. we look forward to future research findings about 2-Methylpyrimidine-4-carbaldehyde.

Reference:
Patent; ASTRAZENECA AB; WARD, Richard, Andrew; JONES, Clifford, David; FERON, James, Lyman; (80 pag.)WO2017/80980; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia