Simple exploration of 141095-78-5

The synthetic route of 141095-78-5 has been constantly updated, and we look forward to future research findings.

141095-78-5, 2-Bromo-1-(tetrahydro-2H-pyran-4-yl)ethanone is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 2-mercapto-4,6-dimethylnicotinonitrile (50 mg, 0.30 mmol, 1 equivalent) in isopropyl alcohol (2 mL) was added 2-bromo-l-(tetrahydro-2H-pyran-4-yl)ethan- 1-one (0.045 mL, 0.37 mmol, 1.2 equivalent) and 10% potassium hydroxide (0.28 mL). After 10 minutes, the reaction was concentrated in vacuo. Purification by reverse phase HPLC afforded 32 mg (37%) of the title compound. 1H NMR (400 MHz, OMSO-d6) delta 7.76 (s, 2H), 7.08 (s, 1H), 3.92 (d, J= 11.1 Hz, 2H), 3.45 (ddd, J= 11.0, 11.2, 3.0 Hz, 2H), 2.97-2.91 (m, 1H), 2.72 (s, 3H), 2.52 (s, 3H), 1.72-1.66 (m, 4H); ES-MS [M+l]+: 291.2., 141095-78-5

The synthetic route of 141095-78-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VANDERBILT UNIVERSITY; LINDSLEY, Craig W.; ENGERS, Darren W.; CONN, P. Jeffrey; BOLLINGER, Katrina A.; CAPSTICK, Rory; SPEARING, Paul; BOLLINGER, Sean R.; (72 pag.)WO2018/85808; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 141095-78-5

141095-78-5 2-Bromo-1-(tetrahydro-2H-pyran-4-yl)ethanone 13197225, aTetrahydropyrans 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.141095-78-5,2-Bromo-1-(tetrahydro-2H-pyran-4-yl)ethanone,as a common compound, the synthetic route is as follows.

General procedure: Caution alpha-Azido ketones are potentially explosive compounds and should be handled with care. A mixture of alpha-bromo ketone 1a-g (1 equiv) and sodium azide (1.1-1.2 equiv) in MeOH or Me2CO (2.5 ml/mmol) was stirred for 2-17 h and then the solvent was evaporated. The residue was partitioned between water and EtOAc, the organic layer was washed with water, brine, dried over Na2SO4,and evaporated. alpha-Azido ketones 2d,15 2e,16 and 2f17 have been previously reported in literature. alpha-Azido ketones 2a-c, g do not ionize under ESI LCMS mode conditions and are too unstable to obtain elemental analysis., 141095-78-5

141095-78-5 2-Bromo-1-(tetrahydro-2H-pyran-4-yl)ethanone 13197225, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Article; Bobi?eva, Olga; Lo?a, Ein?rs; Chemistry of Heterocyclic Compounds; vol. 54; 11; (2018); p. 1070 – 1074; Khim. Geterotsikl. Soedin.; vol. 54; 11; (2018); p. 1070 – 1074,5;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 141095-78-5

141095-78-5, The synthetic route of 141095-78-5 has been constantly updated, and we look forward to future research findings.

141095-78-5, 2-Bromo-1-(tetrahydro-2H-pyran-4-yl)ethanone is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 1-methyl-2-pyrrolidone (2.0 mL) solution of the compound (41 mg) obtained by the technique of Reference Example 37, N,N?-carbonyldiimidazole (21 mg) was added, and the resultant was stirred at room temperature for 1 hour. Then, pyrazin-2-amine (14 mg) was added thereto, and the resultant was stirred at room temperature for 1 hour, then at 100 C. for 3.5 hours, then overnight at room temperature, and further at 100 C. for 7.5 hours. A saturated aqueous solution of sodium bicarbonate was added to the reaction solution, followed by extraction with chloroform. An organic layer was separated using a phase separator, and the solvent was distilled off under reduced pressure. The obtained residue was purified by preparative LC to obtain the title compound (2.5 mg) as a pale yellow oil.MS (ESI-APCI): 373[M+H]+1H NMR (600 MHz, CHLOROFORM-d) deltappm 1.15-1.25 (6H, m), 2.17-2.24 (6H, m), 2.99 (3H, s), 3.01-3.24 (3H, m), 3.25-3.69 (4H, m), 4.22 (2H, s), 6.58 (1H, s), 7.01 (1H, s), 7.43 (1H, br. s.), 7.67 (1H, s)

141095-78-5, The synthetic route of 141095-78-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TOYAMA CHEMICAL CO., LTD.; TAISHO PHARMACEUTICAL CO., LTD.; Tanikawa, Tetsuya; Ushiki, Yasunobu; Ushiyama, Fumihito; Yamaguchi, Toru; Ono, Naoya; Yamamoto, Keiko; Tsuruta, Risa; Tsutsui, Yasuhiro; Fujino, Noritomo; Mori, Ayumu; US2014/155597; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 141095-78-5

141095-78-5, As the paragraph descriping shows that 141095-78-5 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.141095-78-5,2-Bromo-1-(tetrahydro-2H-pyran-4-yl)ethanone,as a common compound, the synthetic route is as follows.

A suspension of 150 mg (0.591 mmol) of (8S)-2-chloro-8-trifluoromethyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one and 578.13 mg (1.77 mmol) of cesium carbonate in 10 mL of acetonitrile is stirred for 15 minutes at room temperature. 146.97 mg (0.709 mmol) of 2-bromo-1-(tetrahydropyran-4-yl)ethanone are then added. After stirring overnight at room temperature, the reaction mixture is evaporated and the residue is taken up in water and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate and evaporated to dryness to give 220 mg of (8S)-2-chloro-9-[2-oxo-2-(tetrahydropyran-4-yl)ethyl]-8-trifluoromethyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one, corresponding to the following characteristics: LC/MS (method G): ESI+ [M+H]+: m/z 380 tr (min)=1.94 1H NMR (300 MHz, delta in ppm, CDCl3): 1.58-2.04 (m, 2H), 2.37 (m, 1H), 2.5 (m, 1H), 2.76 (m, 1H), 3.5 (4H), 3.9 (d, 1H), 3.96-4.02 (m, 4H), 4.6 (m, 1H), 5.25 (d, 1H), 5.99 (s, 1H).

141095-78-5, As the paragraph descriping shows that 141095-78-5 is playing an increasingly important role.

Reference£º
Patent; El-Ahmad, Youssef; Filoche-Romme, Bruno; Ganzhorm, Axel; Marciniak, Gilbert; Muzet, Nicolas; Ronan, Baptiste; Vivet, Bertrand; Zerr, Veronique; US2015/183804; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 141095-78-5

141095-78-5, As the paragraph descriping shows that 141095-78-5 is playing an increasingly important role.

141095-78-5, 2-Bromo-1-(tetrahydro-2H-pyran-4-yl)ethanone is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0221] To a stirred solution of 2-chloro-4-(methylamino) pyrimidin-5-ol (3 g, 18.8 mmol) in CH3CN (60 mL) was added cesium carbonate (12.2 g, 37.70 mmol) followed by 2-bromo- (0556) 1- (tetrahydro-2H-pyran-4-yl) ethan-l-one (3.9 g 18.8 mmol) at 0 C and stirred for 1 h. After consumption of the starting materials (monitored by TLC), the reaction was quenched with a sodium carbonate solution (20 mL) and extracted with EtOAc (2 x 20 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to afford (0557) 2- ((2-chloro-4-(methylamino) pyrimidin-5-yl) oxy)-l-(tetrahydro-2H-pyran-4-yl) ethan-l- one (2.5 g) as a yellow solid and used without further purification. LC-MS: 286.1 (M+); (column; X-Select CSH C-18 (50 3.0 mm, 3.5 mupiiota); RT 2.86 min. 0.05% Aq TFA: ACN; 0.8 mL/min); TLC: 30% EtOAc:hexanes (Rf. 0.5).

141095-78-5, As the paragraph descriping shows that 141095-78-5 is playing an increasingly important role.

Reference£º
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/138689; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics