Tag: M.W:100-200

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. 893755-98-1, name is 1-(Pyrimidin-2-yl)piperidin-4-ol, molecular formula is C9H13N3O, 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 1-(Pyrimidin-2-yl)piperidin-4-ol

Step 2: 1-(1,4,5,6-Tetrahydro-2-pyrimidinyl)-4-piperidinol (181) Compound 180 (300 mg, 1.67 mmol) was combined with 10% palladium on carbon(Degussa type) (100 mg, cat.) and concentrated hydrochloric acid (500 mul_) into 10 ml. of acetic acid. The mixture was subjected to hydrogenation for 18 h at room temperature. The reaction mixture was then filtered and the solvent was removed under reduced pressure to give 304 mg (84%) of the desired compound lambdaZlambda_. 1H NMR (400 MHz, DMSOd6): delta 8.25 (m, 2 H), 4.03 – 3.41 (m, 3 H), 2.95 – 2.86 (m, 4 H), 2.09 – 1.55 (m, 6 H), 1.55 – 1.18 (m, 2 H).

With the rapid development of chemical substances, we look forward to future research findings about 893755-98-1.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/8895; (2008); 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. 874-14-6, name is 1,3-Dimethyluracil, the common compound, a new synthetic route is introduced below. Formula: C6H8N2O2

A mechanically stirred mixture of 3-aminopyrazole (9.38 g, 0.11 mM, 1.0 equiv), 1,3-dimethyluracil (14.7 g, 0.11 mM, 1.0 equiv) and 21percent sodium ethoxide in ethanol (170 mL, 5.0 equiv) was heated to reflux. Within minutes, a heavy precipitate formed. After refluxing for 1 hour, 1,3-dimethyluracil could no longer be detected by thin layer chromatography (tlc) (92:8 dichloromethane (dichloromethane):MeOH). The reaction mixture was cooled, filtered, washed with cold ethanol and vacuum dried to give 13.47 g (95percent) of sodium pyrazolo[1,5-a]pyrimidin-5-olate. LCMS (ESI) m+H=136.0; 1H NMR (400 MHz, DMSO-d6) delta: 8.0 (d, 1H), 7.43 (d, 1H), 5.65 (d, 1H), 5.37 (d, 1H).

The synthetic route of 874-14-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genentech, Inc.; US2012/22043; (2012); 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. 193746-84-8, name is 4-(Dimethoxymethyl)-2-methoxypyrimidine, molecular formula is C8H12N2O3, 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. Recommanded Product: 4-(Dimethoxymethyl)-2-methoxypyrimidine

Step 5: 2-methoxypyrimidine-4-carbaldehyde, 61 is prepared as follows: 4-(dimethoxymethyl)-2-methoxypyrimidine, 60 (1.50 g) is dissolved in dilute hydrochloric acid (1M, 12.3 mL) and the mixture heated to 55 C. for 3 h. The reaction mixture is partitioned between water and dichloromethane and the aqueous layer extracted with further portions of dichloromethane. The combined organics are dried (magnesium sulfate), filtered and concentrated to a yellow gum (1.10 g). The aldehyde is used immediately in the next step without further purification. The compound obtained in this step shows the following mass spectral data: LC/MS: C6H6N2O2 requires 138.0; observed M/Z 139.1 [M+H]+. RT 0.85 min.

With the rapid development of chemical substances, we look forward to future research findings about 193746-84-8.

Reference:
Patent; Griffin, John; Lanza, Guido; Yu, Jessen; US2005/261354; (2005); A1;,
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Application of 23002-51-9, 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 23002-51-9, name is 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of R-tert-butyl 4-(aminomethyl)-3,3-difluoropiperidine-1-carboxylate (440 mg, 1.60mmol), 6-chloro-1H-pyrazolo[3,4-d]pyrimidine (272 mg, 1.76 mmol) and DIPEA (0.84 mL, 4.80 mmol in i-PrOH (10 mL) was heated overnight at 85 C. The mixture was allowed to cool to room temperature and was concentrated under reduced pressure. The concentrate was purified by column chromatography over silica gel (hexane/ethyl acetate = 1/3) to afford the title compound as a yellow powder (510 mg, 86%). MS (ESI) calcd for C16H22F2N602: 368.2 ; found: 369.4 [M+H]. 1H NMR (400 MHz, CDCI3) 6 10.88 (brs, 1H), 8.78 (s, 1H), 7.92 (s, 1H), 5.77-5.67 (m, 1H), 4.50-4.00 (m, 2H), 3.90- 3.84 (m, 1H), 3.67-3.58 (m, 1H), 3.07-2.68 (m, 2H), 2.38-2.23 (m, 1H), 1.91-1.85 (m, 1H), 1.62-1.56 (m, 1H), 1.46 (s, 9H).

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 23002-51-9, 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine.

Reference:
Patent; RUGEN HOLDINGS (CAYMAN) LIMITED; SHAPIRO, Gideon; (246 pag.)WO2016/196513; (2016); A1;,
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Reference of 63200-54-4 ,Some common heterocyclic compound, 63200-54-4, molecular formula is C6H3Cl2N3, 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.

To a solution of 2,4-dichloro-5H-pyrrolo[3,2-d]pyrimidine (1.00 g, 5.26 mmol) in DCM (5 mL) was added phenylboronic acid (710 mg, 5.79 mmol), cupric acetate (1.82 g, 10.52 mmol), Et3N (5.32 g, 53.62 mmol). Then the reaction mixture was stirred in oxygen atmosphere at rt overnight. Water (50 mL) was added to quench the reaction, and the mixture was partitioned. The aqueous layer was extracted with EtOAc (50 mL x 2). The combined organic layers were washed with saturated brine (80 mL), dried over anhydrous Na2504 and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel chromatograph (PE/EtOAc (v/v) = 10/1) to give the title compound as a yellow solid (1.03 g, 74 %).MS (ESI, pos. ion) m/z: 265.20 [Mib.

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. 63200-54-4, 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
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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 10070-92-5, name is Pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 10070-92-5

General procedure: The equimolar amount 6-(1H-indol-3-yl)-4,5?-bipyrimidine-2-amine and substituted aldehydes were mixed in a round bottom flask containing 50 mL of ethanol, some droplets of glacial acetic acid were added to the mixture, and it was set on refluxing for 18 h. Solid product was observed on the completion of reaction that was filtered and dried under vacuum and recrystallized using proper solvent [50].

With the rapid development of chemical substances, we look forward to future research findings about 10070-92-5.

Reference:
Article; Arshad, Mohammad; Journal of the Iranian Chemical Society; vol. 17; 6; (2020); p. 1305 – 1315;,
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Related Products of 16019-33-3, 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.16019-33-3, name is 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde, molecular formula is C6H4Cl2N2O, molecular weight is 191.02, as common compound, the synthetic route is as follows.

To the stirred solution of (R)-3-amino-pyrrolidine-1 -carboxylic acid tert-butyl ester (CAS 147081-49-0; 4.68 g, 25.1 mmol, 1.0 eq) and EtOH (50 mL) was added N,N- diisopropylamine (4.30 mL, 25.1 mmol, 1.0 eq) and 4,6-dichloro-pyrimidin-5-yl)-acetaldehyde (CAS 16019-33-3; 4.80 g, 25.1 mmol,). The reaction mixture was stirred for 8h at reflux temperature and then concentrated. The residue was dissolved in THF (37.5 mL) and HCI 4M (12.5 mL) was added at 0 C and stirred for an additional hour at 0 C. The reaction mixture was partitioned between Na2C03 1 M and EtOAc. The combined organic layers were washed with brine, dried (Na2S0 ), filtered and concentrated. The residue was purified by silica gel column chromatography (EtOAc – nheptane 1 :1 ) to afford 6.70 g of the title compound as a yellow oil: HPLC-MS: M+H = 323.4 (Rt = 1.27) (Method X): TLC; R, = 0.19 (EtOAc – n heptane 1 :2).

Statistics shows that 16019-33-3 is playing an increasingly important role. we look forward to future research findings about 2-(4,6-Dichloropyrimidin-5-yl)acetaldehyde.

Reference:
Patent; NOVARTIS AG; IRM LLC; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; GUAGNANO, Vito; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; MCCARTHY, Clive; MICHELLYS, Pierre-Yves; STAUFFER, Frederic; STUTZ, Stefan; VAUPEL, Andrea; WO2011/29915; (2011); A1;,
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Reference of 22536-65-8, 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 22536-65-8, name is 2-Chloro-5-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 58C (45 mg, 0.124 mmol) was dissolved in Dioxane (621 mu) and 2- chloro-5-methoxypyrimidine (26.9 mg, 0.186 mmol), dicyclohexyl(2′,4′,6′-triisopropyl- 3,6-dimethoxy-[l, l’-biphenyl]-2-yl)phosphine (6.66 mg, 0.012 mmol), sodium tert- butoxide (17.89 mg, 0.186 mmol), and palladium(II) acetate (2.79 mg, 0.012 mmol) were added. Reaction was degassed with nitrogen bubbling/sonication for 5 minutes, then it was sealed at heated to 85 C for 14 hours. The reaction was diluted with water, acidified with 1 N HC1, and extracted with EtOAc. The combined organics were dried with sodium sulfate, filtered and concentrated. The crude residue was dissolved in DMF, filtered, and purified via preparative HPLC to give Racemic Example 63 (2.5 mg, 0.006 mmol, 4.6%). LC-MS Anal. Calc’d for C24H34N4O4 442.26, found [M+H] 443.3. Tr = 1.869 min (Method B). 1H MR (500 MHz, DMSO-d6) delta: 8.62 (s, IH), 8.34 (s, 2H), 8.12 (d, J=2.7 Hz, IH), 7.14 (d, J=8.7 Hz, IH), 6.35 (dd, J=8.5, 2.7 Hz, IH), 4.72 (q, J=6.5 Hz, IH), 3.83 (s, 3H), 1.76-1.91 (m, 2H), 1.67 (d, J=10.9 Hz, 2H), 1.51-1.54 (m, IH), 1.49 (d, J=6.6 Hz, 3H), 1.15 (t, J=7.2 Hz, 9H), 0.81 (br. s., 6H)

According to the analysis of related databases, 22536-65-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; CHERNEY, Emily Charlotte; MARKWALDER, Jay A.; SHAN, Weifang; WILLIAMS, David K.; (203 pag.)WO2016/210414; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 2565-47-1, 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione, 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 C5H6N2O3, blongs to pyrimidines compound. Computed Properties of C5H6N2O3

(B) The 1-methylpyrimidine-2,4,6-trione prepared above is uniformly mixed with phosphorus oxychloride, and then controlled to react at 0 C for 0.8 h, followed by controlling the reaction at 50 C. After 1.5 h, finally purified and dried to obtain 3-methyl-6-chlorouracil

The synthetic route of 2565-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anyang Normal University; Wang Xin; Sun Kai; Lv Yunhe; (12 pag.)CN109503551; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 57564-94-0, 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 57564-94-0 as follows.

To a mixture of sodium hydride (60% dispersion in mineral oil; 276 mg; 6.89 mmol) in DMF (10 mL) at 0 C was added drop-wise a solution of 4-chloro-2-methylsulfanyl-7H-pyrrolo[2,3-d]pyrimidine [prepared as detailed in Ref. 45] (1.145 g; 5.74 mmol) in anhydrous DMF (20 mL). When the addition was complete, 2-(trimethylsilyl)ethoxymethyl chloride (1.32 ml; 7.46 mmol) was added drop-wise and the reaction mixture was stirred at 0 C for 1.5 h then allowed to warm to ambient temperature. The reaction mixture was partitioned between water (100 mL) and ethyl acetate (100 mL). The organic phase was separated, dried over Na2SO4 and then filtered and the filtrate solvents evaporated in vacuo. The crude product was purified by flash chromatography on silica gel (70 g) eluting with a solvent gradient of 0-5% ethyl acetate in hexane to afford the title compound 42 (1.73 g, 91%) as a colourless oil: LC-MS (method A) tR = 2.88 min; m/z = 332, 330 [M+H]+; 1H NMR (400 MHz, DMSO-d6): delta -0.10 (s, 9H), 0.84 (t, 2H, J = 8.1 Hz), 2.53 (s, 3H), 3.52 (t, 2H, J = 8.1 Hz), 5.58 (s, 2H), 6.62 (d, 1H, J = 3.6 Hz), 7.69 (d, 1H, J = 3.6 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,57564-94-0, its application will become more common.

Reference:
Article; Davies, Nicholas G.M.; Browne, Helen; Davis, Ben; Drysdale, Martin J.; Foloppe, Nicolas; Geoffrey, Stephanie; Gibbons, Ben; Hart, Terance; Hubbard, Roderick; Jensen, Michael Rugaard; Mansell, Howard; Massey, Andrew; Matassova, Natalia; Moore, Jonathan D.; Murray, James; Pratt, Robert; Ray, Stuart; Robertson, Alan; Roughley, Stephen D.; Schoepfer, Joseph; Scriven, Kirsten; Simmonite, Heather; Stokes, Stephen; Surgenor, Allan; Webb, Paul; Wood, Mike; Wright, Lisa; Brough, Paul; Bioorganic and Medicinal Chemistry; vol. 20; 22; (2012); p. 6770 – 6789;,
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