Day: November 3, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.344329-76-6,Tetrahydro-2H-pyran-4-carboxamide,as a common compound, the synthetic route is as follows.

Thionyl chloride (10.0 mL, 137 mmol) was added to oxane-4-carboxamide (3.0 g, 23 mmol) and thereaction mixture was refluxed for 4 h, after which the reaction mixture was poured over ice andbasified to pH 14 with NaOH (50percent). The aqueous solution was extracted with EtOAc (3 ¡Á 50 mL),dried (Na2SO4) and concentrated in vacuo to give the product as a pale yellow oil (2.4 g, 94percent). Theproduct obtained did not require any further purification.IR numax 2961, 2932, 2851, 2240, 1468, 1446, 1390, 1242, 1125, 1066, 1011 cm?1;1H-NMR (CDCl3, 500 MHz): 3.91 (2H, ddd, J 11.9, 6.3, 3.6, 2¡Á2-HA), 3.61 (2H, ddd, J 11.9, 7.8, 3.3,2¡Á2-HB), 2.91?2.85 (1H, m, 4-H), 1.99?1.92 (2H, m, 2¡Á3-HA), 1.91?1.84 (2H, m, 2¡Á3-HB);13C-NMR (CDCl3, 75 MHz): 121.2, 65.6, 28.9, 25.3;HRMS (ESI+): Calculated for C6H10NO ([M+H]+): 112.0756. Found: 112.0754, Delta ?1.8 ppm.

344329-76-6, As the paragraph descriping shows that 344329-76-6 is playing an increasingly important role.

Reference£º
Article; Craven, Philip; Aimon, Anthony; Dow, Mark; Fleury-Bregeot, Nicolas; Guilleux, Rachel; Morgentin, Remy; Roche, Didier; Kalliokoski, Tuomo; Foster, Richard; Marsden, Stephen P.; Nelson, Adam; Bioorganic and Medicinal Chemistry; vol. 23; 11; (2015); p. 2629 – 2635;,
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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

To a vial charged with 2A (0.624 g, 1.591 mmol) and 4-(bromomethyl)tetrahydropyran (0.427 g, 2.386 mmol) in DMF (3.98 ml) was added cesium carbonate (1.555 g, 4.77 mmol). The vial was capped and stirred at 75 C ON. The reaction mixture was poured into a separatoryfunnel containing water and ethyl acetate. The aqueous layer was extracted with ethylacetate (3 x). The combined organics were washed with 10% lithium chloride solution (4x), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The cmderesidue was purified by column chromatography on the Isco system (80 g, 0 – 10%MeOH/CH2C12) providing 5A (0.3973 g, 0.810 mmol, 50.9% yield). MS(ESI) m/z 490.3(M+H)., 125552-89-8

125552-89-8 4-(Bromomethyl)tetrahydropyran 2773286, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HART, Amy C.; PITTS, William J.; MASTALERZ, Harold; GUO, Junqing; BROWN, Gregory D.; (148 pag.)WO2016/100166; (2016); 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.40191-32-0,Tetrahydro-2H-pyran-4-carbonyl chloride,as a common compound, the synthetic route is as follows.

Intermediate 427-chloro-5-(6-chloropyrimidin-4-yloxy)-2-(tetrahydro-2H-pyran-4-yl)-1H-benzo[d]imidazole Step 1: N-(2-chloro-4-hydroxy-6-nitrophenyl)tetrahydro-2H-pyran-4-carboxamide; 0.40 g (2.12 mmol) 4-amino-3-chloro-5-nitrophenol were placed in 5 mL DCM. 0.44 mL (2.54 mmol) DIPEA and 0.26 mL (2.54 mmol) tetrahydro-2H-pyran-4-carbonyl chloride were added and at RT the mixture was stirred for 2 h. A further 0.26 mL (2.54 mmol) tetrahydro-2H-pyran-4-carbonyl chloride were added and the mixture was stirred overnight at RT. The reaction mixture was diluted with DCM and washed with water. The organic phase was evaporated down i.vac.Yield: 0.60 g (94% of theory)ESI-MS: m/z=299 (M-H)- Rt(HPLC): 0.87 min (method B), 40191-32-0

As the paragraph descriping shows that 40191-32-0 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/88755; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

40191-32-0, Tetrahydro-2H-pyran-4-carbonyl chloride is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4, 5-Dihydroxy-9, 10-dioxoanthracene-2-carboxylic acid (168 g) was stirred in pyridine (5 L) at RT resulting in a brown suspension. The acid chloride (209 g, 1.41 mol) was added over 10 min and the reaction was stirred at RT for 48 h. The reaction mixture was split into 5 equal batches and each was added slowly to 3M HCI solution (3.75 L) with ice-cooling giving a yellow precipitate. The mixtures were filtered and the combined solid was triturated with acetone (2 x 600 ml). The resulting solid was dried in a vac-oven at 50 C (173 g, 83%). ‘H NMR (400 MHz, DMSO): 1.78-1. 86 (4H, m), 1.97-2. 01 (4H, m), 2.91-2. 93 (2H, m), 3.43-3. 46 (4H, m), 3.92-3. 96 (4H, m), 7.59 (1 H, d J=7.6 Hz), 7.85-7. 91 (1H, t J=7. 6 Hz), 8.00 (1 H, s), 8.10 (1H, d J=7.6 Hz), 8.52 (1H, s). ESI : 509 (M + H+)., 40191-32-0

40191-32-0 Tetrahydro-2H-pyran-4-carbonyl chloride 2795505, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; ARAKIS LTD.; WO2005/85170; (2005); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

127956-11-0, Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Oxotetrahydro-2H-pyran-3-carboxylate (1 g, 6.3 mmol)Was dissolved in acetonitrile (50 mL) and thiourea (722 mg, 9.5 mmol) and DBU (1.15 g, 7.6 mmol) were added,85 C for 2 hours. The reaction was completed, cooled to room temperature, evaporated to dryness solvent, 20mL of water was added, the pH was adjusted to acidic with concentrated hydrochloric acid, precipitated solid, filtered and the filter cake was dried to give 900mg, yield: 77.6%., 127956-11-0

The synthetic route of 127956-11-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wu Yongqian; Qi Qu; Zu Chao; (36 pag.)CN107226808; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1768-64-5, 4-Chlorotetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixrue of 4-chlorotetrahydro-2H-pyran (1 g, 8.29 mmol) and potassium ethanethioate (0.947 g, 8.29 mmol) in DMF (15 mL) was stirred at 80 C. for 24 h. The reaction mixture was cooled down and partitioned between hexane and cold 1N Na OH. The organic layer was washed with brine, dried (MgSO4), removed the solvent to afford S-tetrahydro-2H-pyran-4-yl ethanethioate as a pale brown oil. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.68 (2 H, m), 1.90 (2 H, m), 2.32 (3 H, s), 3.55 (2 H, m), 3.68 (1 H, m), 3.91 (2 H, dt, J=11.83, 3.90 Hz).

1768-64-5, 1768-64-5 4-Chlorotetrahydropyran 137202, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; US2008/226592; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

61363-56-2,61363-56-2, 2H-Pyran-3,5(4H,6H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 28 5-(4-chloro-3-nitrophenyl)-5,10-dihydro-1H,3H-dipyrano[3,4-b:4,3-e]pyridine-4,6(7H,9H)-dione A mixture of tetrahydropyran-3,5-dione (Terasawa, J. Org. Chem. (1977), 42, 1163-1169) (0.27 g, 2.4 mmol), 4-chloro-3-nitrobenzaldehyde (0.54 g, 2.9 mmol) and the product from Example 11C (0.27 g, 2.4 mmol) in ethanol (3 mL) was heated to 80 C. for 60 hours and then allowed to stand at ambient temperature for 5 hours. The solid was collected by filtration, washed with ethanol, dissolved in 1:1 methanol/methylene chloride, filtered, heated on steam bath (replacing the methylene chloride with methanol and concentrating the mixture to approximately 5 mL) and allowed to stand at ambient temperature for 2 hours. The resulting solid was collected by filtration, washed with methanol and dried to provide the title compound (0.061 g). mp>260; MS (ESI(+)) m/z 377 (M+H)+; MS (ESI(-)) m/z 375 (M-H)-; 1H NMR (DMSO-d6) delta 4.06 (s, 4H), 4.51 (AB q, 4H), 5.02 (s, 1H), 7.54 (dd, 1H), 7.68 (d, 1H), 7.79 (d, 1H), 10.18 (bs, 1H); Anal. Calcd for C17H13N2O6Cl: C, 54.20; H, 3.48; N, 7.44. Found: C, 53.84; H, 3.81; N, 7.14.

The synthetic route of 61363-56-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Abbott Laboratories; US6642222; (2003); B2;,
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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

V-tert-Butyl-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2-({[2-(4-chloro-2-hydroxyphenyl) ethyl]sulfonyl}amino)benzenesulfonamide (4.05 g, 5.67 mmol) devided in three vials (1.35 g, 1.89 mmol in each vial), cesium carbonate (2.77 g, 8.49 mmol in each vial), 4- bromomethyltetrahydropyran (1.52 g, 8.49 mmol in each vial) and Lambda/,/V-dimethylformamide (12 mL in each vial) were mixed and heated in a MW at 110 C for 1 h. The reaction mixtures were filtered and the solvent was evaporated. The combined crude product was mixed with water/ethyl acetate and the aqueous phase was extracted twice with ethyl acetate. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered and the solvent was evaporated. Purification by chromatography on silica using gradient elution 5- 50 % EtOAc in heptane gave 3.23 g (70 % yield) of the title compound. XH NMR (500 MHz, DMSO-de) delta ppm 1.04 (s, 9 H) 1.08 (s, 9 H) 1.11 (s, 1 H) 1.18 – 1.28 (m, 2 H) 1.52 – 1.58 (m, 2 H) 1.83 – 1.91 (m, 1 H) 2.94 – 2.99 (m, 2 H) 3.20 – 3.27 (m, 2 H) 3.44 – 3.49 (m, 2 H) 3.79 (m, 3 H) 4.79 (s, 2 H) 6.91 (dd, 1 H) 7.01 (d, 1 H) 7.18 (d, 1 H) 7.40 – 7.45 (m, 4 H) 7.46 (d, 2 H) 7.52 (dd, 1 H) 7.61 – 7.65 (m, 5 H) 7.99 (s, 1 H) 8.03 (d, 1 H) 8.73 (s, 1 H). MS (ES ) m/z 811,813 [M-H]”., 125552-89-8

The synthetic route of 125552-89-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ACTURUM LIFE SCIENCE AB; SOeDERMAN, Peter; SVENSSON, Mats A; KERS, Annika; OeHBERG, Liselott; HOeGDIN, Katharina; HETTMAN, Andreas; HALLBERG, Jesper; EK, Maria; BYLUND, Johan; NORD, Johan; (0 pag.)WO2016/85392; (2016); 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.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

To a suspension of magnesium (24.3 g, 1.00 mol) in THF (500 mL) under N2 was added three iodine crystals,Then, dropwise pure 4-bromotetrahydro-2H-pyran (100g, 607mmoL),During the dropwise addition, the internal temperature is controlled to be lower than 45 C.The reaction mixture was stirred for a further 2 h at ambient temperature.The reaction mixture was cooled to -30 C, and then a solution of 3-fluoropyridaldehyde (50.3 g, 402 mmoL) in THF (300 mL) was added dropwise, and the internal temperature was maintained at -20 C to -30 C during the dropwise addition.After 1 h, the reaction mixture was filtered through a thin pad of diatomaceous earth.To the filtrate was added a saturated aqueous solution of NH4Cl (100 mL), and the layers were separated.The organic phase was dried over anhydrous Na2SO4 and the filtrate was collected. The filtrate was concentrated on a rotary evaporator.The crude compound was purified using reversed-phase chromatography, eluting with 40-50% MeCN in H2O, to obtain a racemic compound (52 g, 61% yield),It was separated by chiral preparation SFC to obtain enantiomer A (25.1 g, 29.6% yield)And enantiomer B (25.3 g, 29.7% yield)., 25637-16-5

As the paragraph descriping shows that 25637-16-5 is playing an increasingly important role.

Reference£º
Patent; Beijing Jiakesitu Drug Discovery Co., Ltd.; Beijing Jiakesi Drug Discovery Co., Ltd.; Fang Haiquan; Li Haijun; Yang Guiqun; Wang Yanping; Wu Lingjun; Li Qinglong; Du Yuelei; Zhang Lei; Hu Shaojing; (65 pag.)CN110407854; (2019); A;,
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.53911-68-5,4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.,53911-68-5

The solution of commercial 3,4-diaminobenzophenone (0.43 g) and 3-(4- chlorophenyl)glutaric anhydride (0.45 g) in 1,4-dioxane (3 ml) was stirred under reflux for 0.5 h. 4M HCI in 1,4-dioxane (3 ml) was added and the solution is further heated to reflux for 2.5 h. After cooling to rt the precipitate is collected by suction filtration and washed with 1,4-dioxane and diethyl ether. The crude is recrystallised from acetic acid to give 4-(5-benzoyl-2-benzimidazolyl)-3-(4-chlorophenyl)butanoic acid HCI (0.64 g) as light brown solid.1H-NMR (500 MHz, DMSOd5)): delta (ppm) = 2.74 (dd, J = 16.2, 8.6 Hz, IH), 2.85 (dd, J = 16.2, 6.1 Hz, IH), 3.50 (dd, J = 15.0, 9.1 Hz, IH), 3.60 (dd, J = 15.0, 6.9 Hz, IH), 3.91 (m, IH), 7.32 (d, J = 8.5 Hz, 2H), 7.39 (d, J = 8.5 Hz, 2H), 7.58 (t, J = 7.6 Hz, 2H), 7.70 (t, J = 7.4 Hz, IH), 7.75 (dd, J = 8.3, 1.3 Hz, 2H), 7.83 (dd, J = 8.6, 1.5 Hz, IH), 7.86 (d, J = 8.6 Hz, IH), 8.01 (d, J = 1.4 Hz, IH). 13C-NMR and DEPT (125 MHz, DMSOd6) : delta (ppm) = 32.83 (CH2), 39.17 (CH), 39.67 (CH2), 113.91 (CH), 115.78 (CH), 126.51 (CH), 128.37 (2 CH), 128.52 (2 CH), 129.19 (2 CH), 129.54 (2 CH), 131.02 (C), 131.46 (C), 132.70 (CH), 133.79 (C), 133.95 (C), 136.90 (C), 140.75 (C), 154.47 (C), 172.14 (CO), 194.71 (CO).

The synthetic route of 53911-68-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITAET DES SAARLANDES; ENGEL, Matthias; FROeHNER, Wolfgang; STROBA, Adriane; BIONDI, Ricardo M.; WO2010/43711; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics