Tag: M.W:100-200

Application of 5305-40-8, 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 5305-40-8, name is 4,6-Dichloropyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To the solution of 4,6-dichloropyrimidine-5-carbaldehyde 2 (1.0g, 5.6mmol) in methanol (20mL) at-65C, triethylamine (0.97mL) was added. A solution of hydrazine monohydrate (0.274mL 1.0 eq.) in methanol (10mL) was slowly dripped into above stirred solution by using a constant-pressure dropping funnel. The mixture was allowed to warm to room temperature and stirred for 2-3h. The reaction mixture was concentrated in vacuo and crude product was diluted with water (20mL), and extracted with EtOAc (60mL¡Á3). The combined organic layer was washed with saturated solution of NaCl (60mL¡Á3), dried over MgSO4 and concentrated to give compound 3 (0.602g, yield: 68.9%.) 1H NMR (400MHz, deuteriated dimethyl sulfoxide (DMSO-d6)) delta 14.51 (s, 1H), 8.84 (s, 1H), 8.45 (s, 1H). ESI-MS m/z: 153.00 [M- H]-.

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 5305-40-8, 4,6-Dichloropyrimidine-5-carbaldehyde.

Reference:
Article; Wang, Yuanyuan; Wan, Shanhe; Li, Zhonghuang; Fu, Yu; Wang, Guangfa; Zhang, Jiajie; Wu, Xiaoyun; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 210 – 228;,
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. 89792-07-4, name is 2-Methyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., Formula: C7H7N3

2-methyl-7H-pyrrolo[2,3-d]pyrimidine (426 mg, 3.2 mmol) was dissolved in DMF (54 mL) cooled in an ice bath and treated with N-bromosuccinimide (569 mg, 3.2 mmol) portionwise under nitrogen. The resulting mixture was stirred for 20 minutes, allowed to warm to room temperature and stirred for 10 minutes. The reaction was quenched by the addition of CH3OH (5 mL) and the solvent removed under reduced pressure. The residue was purified by silica flash column chromatography using a heptane to ethyl acetate gradient. The desired fractions were collected and the solvent was removed under reduced pressure to afford 5-bromo-2-methyl-7H-pyrrolo[2,3-d]pyrimidine, 19.

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, 89792-07-4, 2-Methyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; Janssen Sciences Ireland UC; JONCKERS, Tim Hugo Maria; MC GOWAN, David Craig; RABOISSON, Pierre Jean-Marie Bernard; EMBRECHTS, Werner Constant Johan; GUILLEMONT, Jerome Emile Georges; (42 pag.)US2017/253600; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 7752-78-5 ,Some common heterocyclic compound, 7752-78-5, molecular formula is C5H5BrN2, 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.

Into a 10-L 4-neck round-bottom flask purged and maintained with an inert atmosphere of nitrogen was placed a solution of 5-bromo-2-methylpyrimidine (184 g, 1.06 mol) and B (i-PrO)3(240 g, 1.28 mol) in THF/toluene (3/3 L) . This was followed by the dropwise addition of a 2.5 M solution of n-BuLi (510 mL, 1.28 mol) with stirring at -78 . The resulting solution was stirred for 1 h at -78 , then quenched by the addition of 200 mL of aqueous NH4Cl. The organic phase was dried and concentrated under vacuum. The aqueous phase was adjusted to pH 4 with AcOH. The solid was collected by filtration and dried in an oven under reduced pressure providing (2-methylpyrimidin-5-yl) boronic acid.

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. 7752-78-5, 5-Bromo-2-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ACHAB, Abdelghani Abe; CHRISTOPHER, Matthew P.; FRADERA LLINAS, Francesc Xavier; KATZ, Jason D.; METHOT, Joey L.; ZHOU, Hua; XU, Shimin; FU, Jianmin; FU, Ning; LI, Yabin; WANG, Xichao; (228 pag.)WO2017/166104; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 397308-78-0, 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.397308-78-0, name is 4-Hydroxy-2-(methylthio)pyrimidine-5-carboxylic acid, molecular formula is C6H6N2O3S, molecular weight is 186.19, as common compound, the synthetic route is as follows.

In a 250mL round bottom flask with magnetic stir bar, 4-hydroxy-2- (methylsulfanyl)pyrimidine-5-carboxylic acid (12 g, 64.45 mmol, 1.00 eq.) was suspended in thionyl chloride (120 mL). The resulting solution was stirred for 18 h at 80 C, and then concentrated under reduced pressure to afford the acid chloride intermediate.

The chemical industry reduces the impact on the environment during synthesis 397308-78-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK PATENT GMBH; QIU, Hui; CALDWELL, Richard D.; NEAGU, Constantin; MOCHALKIN, Igor; LIU-BUJALSKI, Lesley; JONES, Reinaldo; TATE, Devon; JOHNSON, Theresa L.; GARDBERG, Anna; WO2015/61247; (2015); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 5177-27-5 ,Some common heterocyclic compound, 5177-27-5, molecular formula is C4H3Cl2N3, 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.

1-t-Butoxycarbonyl-piperazine (2.36 g) was condensed with 2,4-dichloro-pyrimidin-5- ylamine (2.0 g) in dimethylsulfoxide (20 ml) in the presence of triethylamine (5.3 ml) according to the method described in Example 1, Step A. 4-(5-Amino-2-chloro-pyrimidin-4- yl)-piperazine-1-carboxylic acid tert-butyl ester (3.4 g) was obtained as violet crystals. MS (ES+) 314/316 (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,5177-27-5, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2005/115146; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 42754-96-1, Adding some certain compound to certain chemical reactions, such as: 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine,molecular formula is C5H2Cl2N4, 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 42754-96-1.

Example 14.6-Chloro-N-(pyridin-4-ylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine A mixture of 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (83 mg, 0.439 mmol), 4- (aminomethyl)pyridine (67 mg, 0.619 mmol) and DIPEA (0.30 mL, 1.72 mmol) in 1,4- dioxane (2.0 mL) was heated in a sealed tube at 100 C for 45 min, then cooled to room temperature. The solvents were removed by rotary evaporation, and the crude residue was purified by chromatography on silica gel (gradient 0-100% CMA in dichloromethane). The product isolated from chromatography was dissolved in acetonitrile/water, frozen and lyophilized to afford the title compound (43.8 mg, 38%) as an off-white solid: ESI MS [M+H]+ m/z 261; 1H NMR (300 MHz, DMSO-d6) G 13.63 (br s, 1H), 9.25 (t, J = 6.3 Hz, 1H), 8.53 (d, J = 5.9 Hz, 2H), 8.17 (s, 1H), 7.35 (d, J = 5.8 Hz, 2H), 4.73 (d, J = 5.7 Hz, 2H).

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. 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE GENERAL HOSPITAL CORPORATION; UNITED STATES DEPARTMENT OF HEALTH AND HUMAN SERVICES; SLAUGENHAUPT, Susan, A.; JOHNSON, Graham; PAQUETTE, William, D.; ZHANG, Wei; MARUGAN, Juan; (306 pag.)WO2016/115434; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, molecular weight is 179, as common compound, the synthetic route is as follows.Recommanded Product: 5018-38-2

P16 10 To a solution of 4-fluorophbetanol (630 mg, 5.61 mmol) in 20 ml THF at rt was added 1BuOK (815 mg, 7.26 mmol, 1.3 eq.) and mixture for about 10 min. and cooled to 0 0C. To this was added 4,6-dichloro-5-methoxypyrimidine (1.0 g, 5.59 mmol) in one portion and the mixture was stirred overnight while allowing to warm to rt. It was quenched with aq. NH4CI, extracted 3x with ethyl acetate, the combined organic layer was washed with brine, dried over MgSO4, filtered, concentrated and the residue purified by flash chromatography using 10% ethyl acetate in hexanes to provide 950 mg of P16 and 14 mg of 10.LCMS for 10: 331.2 (MH+)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5018-38-2, 4,6-Dichloro-5-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; CHELLIAH, Mariappan, V.; CHACKALAMANNIL, Samuel; GREENLEE, William, J.; EAGEN, Keith, A.; GUO, Zhuyan; CLASBY, Martin, C.; XIA, Yan; JAYNE, Charles, L.; DWYER, Michael; KEERTIKAR, Kartik, M.; CHAN, Tin-Yau; WANG, Li; WO2011/17296; (2011); 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. 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine, molecular formula is C5H4Cl2N2, 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. Quality Control of 4,6-Dichloro-5-methylpyrimidine

A mixture of 4,6-dichloro-5-methylpyrimidine (available from Sigma-Aldrich No.595446) (5 g, 30.70 mmol) in ammonia (7 M solution in MeOH, 15 ml, 105 mmol) was left under stirring for 40 min in a sealed vial at 140 0C. Water (300 ml) and EtOAc (600 ml) were added to the resulting white suspension and the two layers were separated. The aqueous phase was extracted with EtOAc (3 x 600 ml). The collected organic phases were dried (Na2SO4), filtered and concentrated under reduced pressure to give the title compound D3 (3.10 g, 20.73 mmol, 68% yield) as a white solid. UPLC: rt = 0.41 min, peaks observed: 144 (M+l, 100%) and 146 (M+ 1, 33%). C5H6ClN3 requires 143. 1H NMR (400 MHz, DMSO- d6) delta(ppm): 8.06 (s, 1 H), 7.09 (bs, 2 H), 2.07 (s, 3 H).

With the rapid development of chemical substances, we look forward to future research findings about 4316-97-6.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/3997; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5399-92-8, 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine, 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, Computed Properties of C5H3ClN4, blongs to pyrimidines compound. Computed Properties of C5H3ClN4

In a 100 mL three-necked flask, 1.88 g of 4-chloro-1H-pyrazolo [3,4-d] pyrimidine and 50 mL of ethyl acetate were added and the temperature was raised to 50 C. 50 mg of PPTs (pyridinium p-toluenesulfonate, catalyst amount) and 1.37 mL of 3,4-dihydro-2H-pyran (1.2 eq) were sequentially charged. 50 C incubation reaction 20-22h, TLC monitoring. The reaction was completed and the temperature was lowered to room temperature. The mixture was washed with water (60 mL ¡Á 1) and saturated NaCl solution (50 mL ¡Á 2), respectively. Dried over anhydrous MgSO4, the solvent was removed by rotary evaporation and dried. The resulting solid was extracted with petroleum ether (60 mL x 2). The solvent was evaporated to dryness and dried to give a pale yellow oily solid in 76.5% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5399-92-8, 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Southern Medical University; Wu Xiaoyun; Fu Yu; Wang Yuanyuan; Wan Shanhe; Li Zhonghuang; Wang Guangfa; Tian Yuanxin; Zhang Tingting; Zhang Jiajie; (24 pag.)CN106496232; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 59989-18-3 ,Some common heterocyclic compound, 59989-18-3, molecular formula is C6H4N2O2, 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 8 2′-Deoxy-5-ethynyl-4′-thiouridine Starting with 5-ethynyluracil, this compound was prepared in a similar manner to that described in Example 5. 5ethynyluracil may be prepared from 5-ioduracil using the methodology analogous to that described by M. J. Robins et al (ibid). A sample of the pure beta-anomer of this compound was obtained by boiling the crude anomer mixture with MeOH and filtering off the product. 1 H-200 MHz NMR DMSO-d6 delta:11.6 (br s, 1H, NH); 8.42 (s, 1H, beta-6-H); 6.23(t, 1H, beta-1′-H); 5.1-5.35 (m, 2H, beta-3’+5′-OH); 4.25-4.45 (m, 1H, beta-3′-H); 4.15 (s, 1H CH); 3.55-3.75 (m,2H, beta-5′-H); 3.1-3.5 (beta-4’H, obscured by DOH); 2.1-2.4 (m,2H, beta-5′-H2). Mass spectrum: observed m/z 268 for C11 H11 N2 O4 S.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59989-18-3, its application will become more common.

Reference:
Patent; University of Birmingham; US5356882; (1994); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia