Category: 65412-03-5

65412-03-5, 4-(2-Aminoethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

65412-03-5, General procedure: To a 20 mL vial was weighed (S)-3-(methylcarbamoyl)-1-(1-phenylethyl)-1H-pyrazole-5-carboxylic acid (0.027 g, 0.1 mmol) x 14 = 383 mg and HATU (0.042 g, 0.110 mmol) x 14 = 586 mg. To this vial was added DMF (0.5 mL) x 14 = 7 mL and DIPEA (0.050 mL, 0.286 mmol) x 14 = 700 muL. The mixture was stirred for 5 min and then aliquoted into vials (550 muL) each containing the appropriate pre-weighed amine (0.120 mmol). (NOTE: additional DIPEA (0.050 mL, 0.286 mmol) was added to amines which were HCl salts). The mixture was allowed to react for 66 h. T3P (100 muL, 50 wt% in EtOAc) and DIPEA (0.050 mL, 0.286 mmol) were added and after 5 min additional amine (0.120 mmol) was added. The mixtures were reacted for a further 24 h. The reactions were purified by MDAP (High pH) and concentrated to give:-

As the paragraph descriping shows that 65412-03-5 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; LIWICKI, Gemma Michele; LUCAS, Simon Christopher Cranko; PRESTON, Alexander G; SEAL, Jonathan, Thomas; WALL, Ian David; WATSON, Robert J; (0 pag.)WO2018/158212; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

65412-03-5, 4-(2-Aminoethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

65412-03-5, Place 5- (4-FORMYLPHENOXY) THIOPHENE-2-CARBOXAMIDE (Example 10, Part C) (0.235 g, 0.948 mmol), 2- (TETRAHYDROPYRAN-4-YL) ETHYLAMINE (0.122 g, 0.996 mmol) and 3A molecular sieves in a vial. Add methanol (4.7 mL), cap and stir overnight. Add NaBH4 (0.0359 g, 0.948 mmol) and stir until the gasses stop evolving. Load the reaction mixture directly onto a 25 g ISCO pre-load column. Dry the column in a vacuum oven at room temperature. Purify by eluting through a 40 g ISCOO column with 5% to 30% (2.0 M NH3 in methanol) in ethyl acetate over 45 minutes to give the title compound : TOF MS ES+ 361.2 (M+H) +, HRMS calcd for CL9H25N203S 361.1586 (M+H) +, found 361.1604, time 0.36 min; HPLC [YMC-Pro pack C-18 (150 x 4.6 mm, S-5 microm), 0.05% TFA/acetonitrile in 0.05% TFA/water at 1.0 mL/min, 10-20% over 5 min, 20-95% over 18], TR = 9. 4 min, 100% purity

The synthetic route of 65412-03-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2004/80996; (2004); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65412-03-5,4-(2-Aminoethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

General procedure: Step A: A mixture of 19 TFA salt (9 mg, 0.06 mmol), 11 (32 mg,0.07 mmol) and Cs2CO3 (45 mg, 0.14 mmol) in DMF (0.63 mL)was stirred at 65 C for 12 h. The reaction mixture was filtered,and the crude product was purified by preparative TLC on silicagel eluting with 80% EtOAc/hexanes to give 5-chloro-N-(2,4-dimethoxybenzyl)-2-fluoro-4-(((hexahydrofuro[2,3-b]furan-3a-yl)methyl)amino)-N-(thiazol-2-yl)benzenesulfonamide (20 mg, 54%)as a white foam. 1H NMR (500 MHz, CDCl3) d 7.77 (d, J = 6.9 Hz,1H), 7.40 (d, J = 3.5 Hz, 1H), 7.23 (d, J = 8.2 Hz, 1H), 6.98 (d,J = 3.5 Hz, 1H), 6.43-6.30 (m, 3H), 5.47 (s, 1H), 5.21 (s, 2H), 5.05-4.95 (m, 1H), 4.09 (dd, J = 8.8, 5.0 Hz, 4H), 3.82-3.70 (m, 7H),3.35 (d, J = 5.2 Hz, 2H), 2.14-1.98 (m, 4H). 584.2 (M+H)+. Step B:A solution of 5-chloro-N-(2,4-dimethoxybenzyl)-2-fluoro-4-(((hexahydrofuro[2,3-b]furan-3a-yl)methyl)amino)-N-(thiazol-2-yl)benzenesulfonamide (20 mg, 0.034 mmol) and TFA (0.05 mL) inDCM (0.34 mL) was stirred at rt for 1 h. The solvents wereremoved, and residue was purified via preparative HPLC (MethodC) to give 4 (6 mg)., 65412-03-5

As the paragraph descriping shows that 65412-03-5 is playing an increasingly important role.

Reference£º
Article; Wu, Yong-Jin; Guernon, Jason; McClure, Andrea; Luo, Guanglin; Rajamani, Ramkumar; Ng, Alicia; Easton, Amy; Newton, Amy; Bourin, Clotilde; Parker, Dawn; Mosure, Kathleen; Barnaby, Omar; Soars, Matthew G.; Knox, Ronald J.; Matchett, Michele; Pieschl, Rick; Herrington, James; Chen, Ping; Sivarao; Bristow, Linda J.; Meanwell, Nicholas A.; Bronson, Joanne; Olson, Richard; Thompson, Lorin A.; Dzierba, Carolyn; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5490 – 5505;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65412-03-5,4-(2-Aminoethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.,65412-03-5

Ethyl 2-(3,5-dibromopyrazin-2- ylamino)acetate (See Example 6.B) (1.0 g, 2.95 mmol) and 2-(tetrahydro-2H-pyran-4- yl)ethanamine (0.381 g, 2.95 mmol) were placed in a microwave vial, dimethylsulfoxide (2 mL) was added and the resulting mixture was heated in a Biotage Emrys Optimizer microwave reactor at 150 0C for 3600 s. The crude reaction mixture was purified using silica gel chromatography (33 % ethyl acetate in hexanes) to yield the title compound (0.5 g, 1.3 mmol, 44 % yield). MS (ESI) m/z 387.1 [M]+, 389.1 [M+2]+.

65412-03-5 4-(2-Aminoethyl)tetrahydro-2H-pyran 2773198, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; SIGNAL PHARMACEUTICALS, LLC; ELSNER, Jan; HARRIS, Roy, L.; LEE, Branden; MORTENSEN, Deborah; PACKARD, Garrick; PAPA, Patrick; PERRIN-NINKOVIC, Sophie; RIGGS, Jennifer; SANKAR, Sabita; SAPIENZA, John; SHEVLIN, Graziella; TEHRANI, Lida; XU, Weiming; ZHAO, Jingjing; PARNES, Jason; MADAKAMUTIL Loui; FULTZ Kimberly; NARLA, Rama K.; WO2010/62571; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

65412-03-5, 4-(2-Aminoethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,65412-03-5

5- (4-bromomethyl-2-methoxyphenoxy) pyrazine-2-carboxamide (starting from 5- (4-bromomethyl-2-methoxybenzeneOxy) pyrazine-2-carboxamide was added in the same manner as in Groups 1 to 5, respectively, and the amount of the added amount2), 5.3 g (41 mmol) of 2- (tetrahydropyran-4-yl) ethylamine, 187 ml of dichloromethane was added to a 250 ml three-necked flask, The reaction system was heated to reflux (40 C) and reacted under reflux for 4 hours. After the reaction time, the reaction was stopped and the pressure wasConcentrated by heating and concentrated to complete a solid which was stirred with 100 ml of water for 1 hour, filtered and dried to about 11G of a white solid which was added to 300 ml of ethyl acetate, washed with 100 ml of 2M aqueous sodium hydroxide solution, and the organic phaseWashed with 100 ml of X2 and the organic phase dried to give 10 g of a white solid (yield: 75.7%, purity: 98.5%). Table 2 showsEffect of the amount of 2- (tetrahydropyran-4-yl) ethylamine on the yield and purity of the product.(3) times purified Fupu Lan10 g of a white solid was placed in a 100 ml three-necked flask,Add 60 ml of isopropyl alcohol, start heating,At 65 under the basic full solution, continue to heat,And adding 0.7 g of activated carbon,Heating at 70-75 C for 30 minutes, followed by hot filtration,The filtrate gradually cooled to room temperature,And continue to stir in the ice bath for 1.5 hours, filter, dry,9.0 g of a white crystalline solid (yield: 68%, purity: 99.8%),The filtered mother liquor was concentrated and 0.3 g of solid (94.3% purity) was recovered.

65412-03-5 4-(2-Aminoethyl)tetrahydro-2H-pyran 2773198, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Shandong Chuancheng Pharmaceutical Co., Ltd.; Liu, Huaizhen; Chen, Naitao; Guo, Ming; Ma, Juliang; (10 pag.)CN106117190; (2016); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

65412-03-5, 4-(2-Aminoethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

65412-03-5, Production Example 18 (0329) 5-Benzyloxymethylisoxazole-3-carboxylic acid (0.35 g, 1.5 mmol), 2-(tetrahydropyran-4-yl)ethylamine (0.23 g, 1.8 mmol), and 1-hydroxybenzotriazole (0.02 g, 0.15 mmol) were added to chloroform (amylene addition product) (7.5 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.35 g, 1.8 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight and then concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.43 g of N-[2-(tetrahydropyran-4-yl)ethyl]-5-benzyloxymethylisoxazol e-3-carboxamide (hereinafter, referred to as Compound of Present Invention (18)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta(ppm)): 1.31-1.34(2H, m), 1.57-1.64(5H, m), 3.36-3.39(2H, m), 3.48-3.50(2H, m), 3.95(2H, dd), 4.61(2H, s), 4.64(2H, s), 6.72(1H, s), 6.83(1H, s), 7.30-7.39(5H, m)

The synthetic route of 65412-03-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics