Category: 149765-15-1

Adding a certain compound to certain chemical reactions, such as: 149765-15-1, N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide, 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, Formula: C11H13ClN4O, blongs to pyrimidines compound. Formula: C11H13ClN4O

A solution of the 2-pivaloylamino-4-chloro-pyrrolo[2,3-d]pyrimidine (21.5 g, 85 mmol) and N-iodosuccinimide (19.12 g, 85 mmol) in DMF (150 mL) was stirred at ambient temperature for 18 hr. The red solution was evaporated to an amber residue which upon trituration with cold water gave a yellow solid. The solid was collected by filtration, the filter cake was washed with cold water and then dried in vacuo to yield 30.5 g (94%) of the title compound. 1 H-NMR (DMSO-d6): delta 12.72 (s,1, N (7)-H); 10.14 (s,1, N(2)-H); 7.78 (d,1, H-6); 1.24 (s, 9, pivaloyl methyls). mp 218-220 C.

The synthetic route of 149765-15-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Isis Pharmaceuticals, Inc.; US6093807; (2000); A;,
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. 149765-15-1, name is N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide, molecular formula is C11H13ClN4O, 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: 149765-15-1

Step 4. N-(4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-propionamide A solution of N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-propionamide (101 g, 0.40 mol) in anhydrous THF (2 L) was treated with N-iodosuccinimide (98.9 g, 0.44 mol, 1.1 eq.) under N2 atmosphere at rt for 40 min. The solvent was evaporated, and the residue was taken up in CH2Cl2 (1.5 L), and washed with Na2SO3 (500 mL*3) and brine (300 mL*3). Evaporated and recrystallizion from MeOH gave the title product as a white powder (122 g, 81% yield, HPLC purity: 98.2%). tR: 6.19 min. 1H-NMR (DMSO-d6) delta 12.65 (br.s, 1H), 10.11 (br. s, 1H), 7.76 (d, 1H), 1.24 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 149765-15-1.

Reference:
Patent; Conforma Therapeutics Corporation; US2006/223797; (2006); 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 149765-15-1, name is N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide. This compound has unique chemical properties. The synthetic route is as follows. name: N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide

A solution of DIAD (0.24 mL, 1.20 mmol) in anhydrous THF (1 mL) was added dropwise to amixture of 34 (180 mg, 0.74 mmol), 4a (150 mg, 0.61 mmol), and Ph3P (300 mg, 1.20 mmol)in anhydrousTHF (10 mL) at room temperature. The reaction mixture was stirred for 24 h, andit was then concentrated under reduced pressure. The crude residue was purified by columnchromatography on silica gel (gradient DCM/MeOH, 60:1, v/v; 40:1, v/v; 30:1, v/v) to give 36a(220 mg, 78%) as a colorless oil. 1H NMR (300 MHz, 0D013): 68.16 (s, 1H, NHCO), 7.29(dd,J= 0.9 Hz, 1H, H-6), 6.53 (dd, J= 3.6, 0.9 Hz, 1H, H-6), 4.74-4.31 (m, 4H, H-31 ,H-i ), 4.18-3.86 (m, 7H, H-2?, 2 x 0H20H3, PCH2), 1.36-i .27 (m, 15H, (0H3)30, 2 x 0H20H3); 130 NMR(150 MHz, 0D013): 6175.7 (NHCO), 152.3 (0-4, C-7a), 151.6 (0-2), 130.1 (0-6), 114.2 (C-4a),100.1 (0-5), 82.9 (d, 1Jc,p = 173.2 Hz, C-3 ), 79.4 (dd, 2JC,F = 19.1 Hz, 3Jc,p = 10.9 Hz, C-2 ),64.9 (d, 1Jc,p = 166.9 Hz, CH2P), 62.7, 62.6 (CH2CH3), 44.9 (d, 3JC,F = 8.5 Hz, C-i ), 40.5(C(0H3)3), 27.7 (C(CH3)3), 16.7, 16.6 (CH2CH3); 31P NMR (121 MHz, 0D013): 620.9; HRMS for019H2901FN405P [M+H] calcd.: 479.1621, found: 479.1617.

With the rapid development of chemical substances, we look forward to future research findings about 149765-15-1.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; ANDREI, Graciela; DE JONGHE, Steven; GROAZ, Elisabetta; HERDEWIJN, Piet; LUO, Min; SCHOLS, Dominique; SNOECK, Robert; (81 pag.)WO2018/55071; (2018); 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. 149765-15-1, name is N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide, molecular formula is C11H13ClN4O, 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: C11H13ClN4O

4-Chloro-5-iodo-2-trimethylacetamido-pyrrolor2.3-(flpyrimidine (9b).4-Chloro-2-trimethylacetamido-pyrrolo[2,3-rf]pyrimidine (9a, 10.9 g, 43.24 mmol) was dissolved in anhydrous THF (120 mL) under nitrogen. After the addition of LambdaModosuccinimide (10.7 g, 47.56 mmol), the mixture was stirred at RT for 1 h. The solvent was then removed in vacuo. The residue dissolved in EtOAc (100 mL) and washed with 1 M sodium thiosulfate (3×100 mL). Column chromatography purification (2% MeOH in DCM, isocratic ) yielded 9b (12.9 g). 1H-NMR (DMSO-rfbeta): 1.2 (9H, s), 7.8 (IH, d, Ji = 4 Hz), 10.1 (IH, s), 12.7 (IH, s).

With the rapid development of chemical substances, we look forward to future research findings about 149765-15-1.

Reference:
Patent; BENNER, Steven, Albert; HUTTER, Daniel; LEAL, Nicole, Aurora; KARALKAR, Nilesh, Bhaskar; WO2010/110775; (2010); A1;,
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. 149765-15-1, name is N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 149765-15-1

In a 50 mL round-bottomed flask charged with (2R,3R,4R,5R)-4-(benzyloxy)-5- ((benzyloxy)methyl)-3-fluorotetrahydrofuran-2-ol(0.31 g, 0.94 mmol), N-(4-chloro-7H- pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide (0.26 g, 1.03 mmol) and Ph3P (0.54 g, 2.07 mmol) was added dry THF (5 mL) to give a colorless solution under N2. This was cooled to 0C and then DIAD (0.4 mL, 2.07 mmol) was added dropwise to give a yellow solution. After 20 min, ice- water bath was removed and after stirring for 22 hours, solvent was removed in vacuo. The crude material was purified by Si02 column chromatography eluting from hexanes/EtOAc = 6/1 to 5/1 to 4/1 to afford N-(7-((2R,3R,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-3- fluorotetrahydrofuran-2-yl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide (0.22 g, 41%) as a white solid. 1H NMR (400 MHz, CDC13) 58.08 (s, 1H), 7.40 – 7.24 (m, 11H), 6.47 (dd, J = 3.8, 0.4 Hz, 1H), 6.26 (dd, J = 19.6, 1.6 Hz, 1H), 5.59 (ddd, J = 53.2, 4.4, 2.0 Hz, 1H), 4.93 (ddd, J = 19.6, 8.0, 4.4 Hz, 1H), 4.83 (d, J= 11.6 Hz, 1H), 4.75 (d, J = 11.6 Hz, 1H), 4.54 (d, J = 11.6 Hz, 1H), 4.49 (d, J= 12.0 Hz, 1H), 4.37 – 4.34 (m, 1H), 3.85 (dd, J= 10.8, 2.4 Hz, 1H), 3.70 (dd, J = 10.8, 4.8 Hz, 1H), 1.33 (d, J= 0.8 Hz, 9H). HRMS C3oH32ClFN404 [M+H+]; calculated: 567.2096, found 567.2180.

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, 149765-15-1, N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide.

Reference:
Patent; EMORY UNIVERSITY; LIOTTA, Dennis, C.; PAINTER, George, R.; BLUEMLING, Gregory, R.; WO2014/124430; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 149765-15-1 ,Some common heterocyclic compound, 149765-15-1, molecular formula is C11H13ClN4O, 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.

4-Chloro-2-pivaloylamino-7H-pyrrolo[2,3-d]pyrimidine 34 (150 mg, 0.59 mmol) and selectfluor (320 mg, 0.90 mmol) were placed in a round-bottom flask, followed by the addition of anhydrous MeCN (6 mL) and AcOH (0.6 mL). The mixture was then heated at 50 00 for 30 mm under N2. The mixture was then cooled by ice-water and diluted with CH2CI2 (50 mL). The organic layer was washed with sat. NaHCO3 (50 mL). The inorganic layer was separated and extracted with CH2CI2 (2 x 20 ml). The combined organic layers were dried with Na2SO4, filtered and concentrated under reduce pressure. The residue was then purified by column chromatography on silica gel (gradient DCM/MeOH, 200:1) to give 35 (48 mg, 30%) as a colorless foam. 1H NMR (300 MHz, CDCI3): 611.79 (s, 1H, NHOO), 8.25 (s, 1H, H-6), 1.39 (s, 9H, (0H3)30); 130 NMR (75 MHz, 0D013): 176.5 (NHCO), 151.3 (0-2), 150.8 (0-4), 147.8 (0-7a), 141.4 (d, 1JC,F = 248.8 Hz, 0-5), 111.2 (d, 2JC,F = 26.0 Hz, 0-6), 103.6 (d, 2JC,F = 14.9 Hz, C-4a), 40.5 (C(0H3)3), 27.7 (C(CH3)3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,149765-15-1, its application will become more common.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; ANDREI, Graciela; DE JONGHE, Steven; GROAZ, Elisabetta; HERDEWIJN, Piet; LUO, Min; SCHOLS, Dominique; SNOECK, Robert; (81 pag.)WO2018/55071; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia