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, 2-(tetrahydro-2H-pyran-4-yl)ethan-1-amine (0.5 mmol) and methyl 2-(2-(chloromethyl)phenyl)acetate (0.5 mmol) were mixed in 5ml of DMF; DIPEA (0.75 mmol) was added. The mixture was heated at 80 C for 5 h, cooled; solvent was removed by evaporation and residue was purified by HPLC. Yield: 41%. 1H NMR (400 MHz, Chloroform-d) d 7.62 (ddt, J = 16.3, 11.9, 5.3 Hz, 3H), 4.87 (s, 2H), 4.27 – 4.18 (m, 2H), 3.88 (d, J = 8.7 Hz, 4H), 3.66 (td, J = 11.7, 2.0 Hz, 2H), 3.56 (s, 2H), 2.91 (dd, J = 3.8, 1.9 Hz, 1H), 2.05 (d, J = 12.9 Hz, 2H), 1.88 (t, J = 6.4 Hz, 3H), 1.68 – 1.57 (m, 2H). m/z=260.2

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

Reference£º
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; KAHNE, Daniel, E.; BAIDIN, Vadim; (331 pag.)WO2019/140265; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

65412-03-5,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.

A solution of D (98 mg, 0.22 mmol) in 1 ,2-dichloroethane (2.0 mL) is added to 214-1 (28 mg, 0.22 mmol). The mixture is shaken overnight. A solution of sodium triacetoxyborohydride (93 mg, 0.44 mmol) in N,N-dimethylacetamide (1.0 mL) is added and the resulting reaction mixture is shaken for 4 hours. Next, the mixture is concentrated and purified by reverse phase HPLC. The desired fractions are pooled and concentrated. The residue is treated with water (1.0 mL) and 1N HCl in Dioxane (58 mu), shaken at 80 C for 2 h, and concentrated. The resultant residue is purified by reverse phase HPLC to give the title product (214).

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ABEYWARDANE, Asitha; BRUNETTE, Steven Richard; BURKE, Michael Jason; KIRRANE, Thomas Martin, Jr.; MAN, Chuk Chui; MARSHALL, Daniel Richard; PADYANA, Anil Kumar; RAZAVI, Hossein; SIBLEY, Robert; SMITH KEENAN, Lana Louise; SNOW, Roger John; SORCEK, Ronald John; TAKAHASHI, Hidenori; TAYLOR, Steven John; TURNER, Michael Robert; YOUNG, Erick Richard Roush; ZHANG, Qiang; ZHANG, Yunlong; ZINDELL, Renee M.; WO2014/14874; (2014); 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.,65412-03-5

To 8-fluoro-3-(phenylsulfonyl)quinoline (300 mg), potassium carbonate (0.288 g: 2 eq) and4-amino-ethyl[2-(tetrahydro-2//-pyran-4-yl)ethyl] amine (Apollo Scientific) (0.269 g, 2 eq) inDMSO(3 ml) were added to a 5 ml microwave vial. The mixture was heated at 1800C under microwave irradiation for 1 hour. The reaction mixture was diluted with sodium hydrogen carbonate (20 ml) and extracted with ethyl acetate (3 x 20 ml). The ethyl acetate layers were combined and evaporated. The residue obtained was purified using the Flashmaster II(gradient 10-80% ethyl acetate on 50 g silica column) to give the free base of the title compound (0.255 g).NMR (400MHz, Chloroform-d6) delta 1.31-1.41 (2H, m), 1.65-1.71 (5H, m), 3.33-3.49 (4H, m), 3.94-3.97 (2H, m), 6.93 (IH, d), 7.22 (IH, d), 7.52-7.62 (4H, m), 8.00-8.03(2H, m), 8.75(IH, d), 9.07 (IH, d)LC/MS, t = 3.58min, Molecular ion observed (MH+) = 497 consistent with the molecular formula C22H24N2O3S3-(Phenylsulfonyl)-lambda^-[2-(tetrahydro-2/f-pyran-4-yl)ethyl]-8-quinolinamine (0.255g ) was taken up into methanol and treated with an excess of 2M HCl in diethyl ether to give the title compound (0.268 g)NMR (400MHz, Chloroform-d6) 1.22-1.28 (2H, m), 1.55-1.58 (2H, m), 1.07 (IH, bs), 1.85(2H, bs)3.30-3.36 (2H, m), 3.42-3.52 (2H, m), 3.88-3.92 (2H, m), 6.93 (IH, d), 7.57-7.73(4H, m), 7.85-7.87 (IH, bs), 8.04-8.10 (3H, m), 8.96 (IH, s), 9.29 (IH, s)LC/MS, t = 3.58min, Molecular ion observed (MH+) = 497 consistent with the molecular formula C22H24N2O3S

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

Reference£º
Patent; GLAXO GROUP LIMITED; WO2008/116816; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

65412-03-5,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.

Place 2- (4-FORMYLPHENOXY) thiazole-5-carboxamide (Example 12, Part D) (0.187 g, 0.755 MMOL), 2-(tetrahydropyran-4-yl)ethylamine (0.101 g, 0.831 mmol) and 3A molecular sieves in a vial. Add methanol (3.8 mL), cap and stir overnight. Add NaBH4 (0.029 g, 0.755 mmol) and stir until the gasses stop evolving. Load the reaction mixture directly onto a 25 g ISCOO pre-load column. Dry the column in a vacuum oven at room temperature. Purify by eluting through a 40 g LSCO) column with 10% (2. 0 M NH3 in methanol) in ethyl acetate over 45 minutes to give the title compound as a free base. Dissolve the compound in dichloromethane: methanol (2 : 1) (3 mL) and add 1 equivalent of 0.50 M methanesulfonic acid in dichloromethane. Stir the solution for a short time before concentrating to give the title compound: TOF MS ES+ 362.1 (M+H) +, HRMS calcd for CL8H24N303S 362. 1538 (M+H) +, found 362.1536, time 0.32 min ; HPLC [YMC- Pro pack C-18 (150 x 4.6 mm, S-5 MICRON1), 0.05% TFA/acetonitrile in 0.05% TFA/water at 1. 0 ML/MIN, 10-20% OVER 5 min, 20-95% over 18], tR = 8. 0 min, 95. 0% purity.

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

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.

A mixture of 2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylpropanoic acid (100 mg, 0.2570 mmol) , 2- (tetrahydro-2H-pyran-4- yl) ethan-1-amine (40 mg, 0.3085 mmol) , HATU (146 mg, 0.3856 mmol) , DIPEA (99 mg, 0.7712 mmol) in DMF (3 mL) was stirred at rt for 3 hours. The reaction mixture was poured into H 2O (10 mL) and extracted with EtOAc (15 mL x 3) . The combined organic layers were washed with brine, dried over Na 2SO 4, concentrated and purified by column chromatography (DCM/MeOH=40: 110: 1) to give the product (62 mg, 48.2%) . 1HNMR (400 MHz, DMSO-d6) delta 8.24 (s, 1H) , 8.00 (s, 2H) , 7.95 (d, J = 0.9 Hz, 1H) , 7.53 (t, J = 5.6 Hz, 1H) , 7.34 -7.20 (m, 4H) , 7.15 (dd, J = 8.0, 1.4 Hz, 2H) , 6.74 (dd, J = 3.4, 1.8 Hz, 1H) , 3.76 -3.66 (m, 2H) , 3.15 (q, J = 6.6 Hz, 2H) , 3.04 (dd, J = 23.4, 11.6 Hz, 2H) , 2.28 (s, 3H) , 1.51 -1.39 (m, 2H) , 1.37 -1.27 (m, 2H) , 1.26 -1.17 (m, 1H) , 1.02 (ddd, J = 23.9, 12.0, 4.2 Hz, 2H) . MS: M/e 501 (M+1) +., 65412-03-5

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

Reference£º
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (152 pag.)WO2019/196803; (2019); 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

0.081 g (0.62 mmol) of 2-(tetrahydro-2H-pyran-4-yl)ethanamine is added to a solution of 0.1 g (0.31 mmol) of the compound obtained in the previous step, in 3.1 ml of methanol. The reaction mixture is stirred at AT for 18 hours. The solvent is then evaporated off under reduced pressure and the residue obtained is purified by chromatography under silica (eluent: dichloromethane/methanol from 100/0 to 90/10). 0.081 g of expected compound is obtained., 65412-03-5

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

Reference£º
Patent; SANOFI; Pellet, Alain; US2013/245008; (2013); 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.

65412-03-5, 3,5-Dibromo-pyrazin-2-amine (5.05 g, 20.1 mmol), 2-(tetrahydro-2H-pyran-4-yl)ethanamine (4.00 g, 24.1 mmol), N,N-diisopropylethylamine (5.19 g, 40.2 mmol), and n-butanol (120 mL) were heated in a sealed tube at 130 C for 18 h. The solution was condensed under reduced pressure and the product was recrystallized from methanol to give (5.8 g, 96% yield).

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

Reference£º
Article; Mortensen, Deborah S.; Sapienza, John; Lee, Branden G.S.; Perrin-Ninkovic, Sophie M.; Harris, Roy; Shevlin, Graziella; Parnes, Jason S.; Whitefield, Brandon; Hickman, Matt; Khambatta, Gody; Bisonette, Rene R.; Peng, Sophie; Gamez, Jim C.; Leisten, Jim; Narla, Rama Krishna; Fultz, Kimberly E.; Sankar, Sabita; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1588 – 1591;,
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.

b) Preparation of N-(4-ethoxy-6-{4-oxo-2[2-(tetrahydro-pyran-4-yl)-ethylamino]-4H-thiazol-5-ylidenemethyl}-quinolin-2-yl)-acetamide A suspension of N-[4-ethoxy-6-(4-oxo-2-thioxo-thiazolidin-5-ylidenemethyl)-quinolin-2-yl]-acetamide (example 6a, 50 mg, 0.11 mmol) in acetonitrile (1.5 ml) was reacted with diisopropylethyl amine (0.200 ml, 1.15 mmol) and methyl iodide (0.15 ml, 2.3 mmol) at rt for 30 min. The mixture was concentrated to dryness and the residue suspended in acetonitrile (1.5 ml). Diisopropylethyl amine (0.20 ml, 1.15 mmol) and 4-(2-aminoethyl)tetrahydropyran (0.075 ml, 0.58 mmol) were successively added at rt, and the mixture was stirred at rt overnight. The precipitate was collected by suction filtration, an washed with acetronitrile. It was then absorbed on SiO2 and purified on a silica gel column with a 0-10% methanol/ethyl acetate gradient to afford the product N-(4-ethoxy-6-{4-oxo-2[2-(tetrahydro-pyran-4-yl)-ethylamino]-4H-thiazol-5-ylidenemethyl}-quinolin-2-yl)-acetamide as a pale yellow solid (22 mg, 50%). LC-MS m/e 469 (MH+)., 65412-03-5

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

Reference£º
Patent; Chen, Li; Chen, Shaoqing; Michoud, Christophe; US2006/63804; (2006); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics