New learning discoveries about 314741-39-4

As the paragraph descriping shows that 314741-39-4 is playing an increasingly important role.

314741-39-4, (S)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,314741-39-4

1-tert-Butyl 3-methyl (3S)-piperazine-1,3-dicarboxylate (10 g, 40.9 mmol), (4-fluorophenyl)boronic acid (11.5 g, 82.1 mmol), copper(II) acetate (7.44 g, 40.9 mmol) and pyridine (6.67 ml, 82.6 mmol) were suspended in anhydrous 1,2-dichloroethane (300 ml) and the mixture was stirred at ambient temperature for 72 hours. A continuous airflow was bubbled through the reaction and the mixture stirred for 44 hours at ambient temperature. The airflow was removed and the reaction stirred at 45 C. for 20 hours, then cooled to ambient temperature. The mixture was filtered through celite, washed with DCM. The filtrate was concentrated in vacuo and the green oil obtained was purified via flash column chromatography eluting with gradient from 0-100% EtOAc in heptane followed by 0-100% MeOH in EtOAc. The product containing fractions were combined and concentrated in vacuo to afford the title compound as a yellow oil (4.29 g, 29%). 1H NMR (500 MHz, Chloroform-d) delta 6.98-6.92 (m, 2H), 6.85-6.80 (m, 2H), 4.47 (d, J=12.7 Hz, 1H), 4.27 (s, 1H), 4.21-3.92 (m, 1H), 3.64 (s, 3H), 3.60-3.47 (m, 1H), 3.37 (d, J=10.6 Hz, 1H), 3.27-2.99 (m, 2H), 1.46 (s, 9H). LCMS Method 3 Tr=1.88 min, (ES+) (M+H+)339.1.

As the paragraph descriping shows that 314741-39-4 is playing an increasingly important role.

Reference£º
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (519 pag.)US2018/127370; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 314741-39-4

314741-39-4, 314741-39-4 (S)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 1501855, apiperazines compound, is more and more widely used in various fields.

314741-39-4, (S)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of Example 1(c) in dry tetrahydrofuran (40ml) at 0C was treated with lithium aluminium hydride (0.50g) and the mixture was stirred at 0C for 1.5 hours.. The cooled solution was treated dropwise with a solution of 2M sodium hydroxide until a white precipitate had formed.. Dichloromethane and anhydrous sodium sulfate were added and the solution was filtered and evaporated to give a pale yellow oil (3.0g). MS (+ve ion electrospray) m/z 217 (MH+).

314741-39-4, 314741-39-4 (S)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 1501855, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; SmithKline Beecham plc; EP1187828; (2004); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 314741-39-4

314741-39-4 (S)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 1501855, apiperazines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.314741-39-4,(S)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

314741-39-4, A solution of 3-iodopicolinic acid 2a (1.8 g, 7.23 mmol), (S)-l-tert-butyl 3-methyl piperazine-1,3- dicarboxylate (1.766 g, 7.23 mmol), HATU (3.02 g, 7.95 mmol), DIEA (5.05 mL, 28.9 mmol) in DCM (100 mL) / Acetonitrile (20 mL) was stirred at r.t. for 12 h. DCM (50 mL) and satd. H4Cl (100 mL) were added. The DCM layer was washed with brine, dried over Na2S04, filtered and concentrated. The reaction was purified by column chromatography and the product was eluted by EtOAc to yield (S)-l-tert-butyl 3-methyl 4-(3-iodopicolinoyl)piperazine-l,3-dicarboxylate 2b.

314741-39-4 (S)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 1501855, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; RAO, Ashwin, U.; MCKITTRICK, Brian Alexander; LOMBARDO, Matthew; HICKS, Jacqueline, D.; MCCRACKEN, Amy Bittner; CHU, Hong Dong; SO, Sung-Sau; ORTH, Peter; WU, Zhicai; LAN, Ping; DEBENHAM, John, S.; WHITEHEAD, Brent, R.; TAYLOR, Jerry, A.; SUN, Zhongxiang; KATIPALLY, Revathi Reddy; GABLE, Jonathan, E.; DAHLGREN, Markus, K.; BHAT, Sathesh, P.; (104 pag.)WO2018/93695; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 314741-39-4

314741-39-4, As the paragraph descriping shows that 314741-39-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.314741-39-4,(S)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

(d) [2S]-4-t-Butoxycarbonyl-2-hydroxymethylpiperazine A solution of Example 1(c) in dry tetrahydrofuran (40 ml) at 0 C. was treated with lithium aluminum hydride (0.50 g) and the mixture was stirred at 0 C. for 1.5 hours. The cooled solution was treated dropwise with a solution of 2M sodium hydroxide until a white precipitate had formed. Dichloromethane and anhydrous sodium sulfate were added and the solution was filtered and evaporated to give a pale yellow oil (3.0 g). MS (+ve ion electrospray) m/z 217 (MH+).

314741-39-4, As the paragraph descriping shows that 314741-39-4 is playing an increasingly important role.

Reference£º
Patent; SmithKline Beecham Corporation and SmithKline Beecham p.l.c.; US2003/203917; (2003); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 314741-39-4

The synthetic route of 314741-39-4 has been constantly updated, and we look forward to future research findings.

314741-39-4, (S)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 50 L glass-lined reactor was charged with the above solution of ethyl 3-isocyanato-2,2- dimethyl-propanoate (Example 1) in DCM . To the solution, cooled to 5-10 C, was added 01-tert-butyl 03-methyl (3S)-piperazine-1,3-dicarboxylate (2.64 kg, 10.81 mol, Compound IV) in portions below 10 C. The reaction mixture was stirred for 2 hours at 25 C. The solvent was removed at 40 C/0.O7MPa to give the crude Example 2 (4.9 kg, purity: 94.98 %) which was used directly for the next step. Analytically pure Example 2 was obtained as an oil by flash chromatography. ?H NMR (400 MHz, CDC13) (55.45-5.48 (m, 1H), 4.85 (s, br, 1H), 4.54 (d, J=13.6, 1H), 4.12 (q, J= 7.6, 2H), 3.69 (s, 3H), 3.30-3.38 (m, 4H), 3.06-3.09 (m, 1H), 2.87 (s, br,1H), 1.41 (s, 9H), 1.24 (t, J= 7.6, 3H), 1.16 (s, 6H); MS mle = 416.1 [M+H] ., 314741-39-4

The synthetic route of 314741-39-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHEN, Junli; (58 pag.)WO2017/140750; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 314741-39-4

As the paragraph descriping shows that 314741-39-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.314741-39-4,(S)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

Combine 2-Chloro-4-trifluoromethyl-pyrimidine-5-carboxylic acid methyl ester (240mg, 1.70 mmol), (5)-piperazine-l,3-dicarboxylic acid 1-tert-butyl ester 3 -methyl ester (2.04 mmol) and triethylamine (5.11 mmol) in a 0.85 M solution of dioxane. Microwave reaction mixture for 30 min at 150 0C. Filter reaction mixture and rinse with acetonitrile. Purify filtrate by column chromatography in a 0-70% ethyl acetate/heptane gradient to give (1S)-4-(5-Methoxycarbonyl-4-trifluoromethyl-pyrimidin-2-yl)-piperazine- 1,3- dicarboxylic acid 1-tert-butyl ester 3 -methyl-ester contaminated with approximately 15 % of the mono hydrolysis product. The mixture is carried on to next step without further purification. (61% yield)

As the paragraph descriping shows that 314741-39-4 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; WO2008/110611; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics