Category: Tetrahydropyrans

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

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

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

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

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

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.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

125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a round bottomed flask equipped with a nitrogen inlet and a magnetic stir bar, (4- (lH-benzo[d]imidazol-2-yl)piperidin-l-yl)(3-fluoro-4-methoxyphenyl)methanone (250 mg, 0.71 mmol), NaH (60 % in oil, 62 mg, 1.55 mmol) and 2 mL DMF were added and stirred at room temperature for 2 hours. Solution of 4-(bromomethyl)tetrahydro-2H-pyran (190 mg, 1.06 mmol) in 0.2 mL of DMF was then slowly added to the above solution. The reaction mixture was then allowed to reflux for 4 hours. Water was then added to the reaction mixture and stirred for 15 minutes. The sticky solid formed was filtered and washed with water. The solid was purified using the combifiash purification system with 2-5 % MeOH in CH2Cl2 to give 100 mg (31 %) of white solid as the pure and desired compound. (0604) lH NMR (400 MHz, Chloroform-c/) delta 7.78 (d, J = 6.5 Hz, 1H), 7.42 – 7.33 (m, 1H), 7.33 – 7.21 (m, 4H), 7.00 (t, J = 8.4 Hz, 1H), 5.32 (s, 2H), 4.08 (d, J= 7.3 Hz, 2H), 4.01 (dd, J = (0605) 12.3, 3.6 Hz, 2H), 3.94 (s, 3H), 3.34 (td, J= 11.5, 2.9 Hz, 2H), 3.19 – 2.96 (m, 3H), 2.34 – 2.11 (m, 3H), 1.99 (d, J = 13.6 Hz, 2H), 1.65 – 1.38 (m, 4H). 1 C NMR (101 MHz, Chloroform-c ) delta 169.12, 156.58, 149.06, 128.38, 123.80, 119.44, 115.56 (d, J = 19.9 Hz), 112.99, 109.78, 67.34, 56.30, 53.45, 49.32, 36.04, 34.54, 31.29, 30.81. LCMS: Expected: 452 (M+H)+; Found: 452. (0606) HRMS:- Found: 452.23518 (M+H)+; Theoretically = 452.23440.

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; ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIVERSITY OF ARIZONA; KHANNA, May; KHANNA, Rajesh; GOKHALE, Vijay; CHAWLA, Reena; (186 pag.)WO2018/144900; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

125552-89-8, 4-(Bromomethyl)tetrahydropyran (797 mg; 4.45 mmol) is added to a mixture of 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-7-sulfonic acid (4-ethylphenyl)isobutylamide (900 mg; 2.22 mmol) and cesium carbonate (1.09 g; 3.34 mmol) in 1-methyl-2-pyrrolidone (20 ml). (0657) The reaction medium is stirred for 4 hours at a temperature of 110 C., hydrolyzed and extracted with ethyl acetate. The organic phases are combined, washed with brine, dried (Na2SO4) and concentrated. (0658) The crude product is chromatographed on silica gel (eluent: heptane/ethyl acetate, from 0 to 60% of ethyl acetate). The 3-oxo-4-(tetrahydropyran-4-ylmethyl)-3,4-dihydro-2H-benzo[1,4]thiazine-7-sulfonic acid (4-ethylphenyl)isobutylamide (1.11 g; 99%) is obtained in the form of a white solid with a compliant 1H NMR. (0659) MS: [M+H]=503

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

Reference£º
Patent; GALDERMA RESEARCH & DEVELOPMENT; MUSICKI, Branislav; BOUIX-PETER, Claire; OUVRY, Gilles; THOREAU, Etienne; (132 pag.)US2018/170869; (2018); 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.2081-44-9,Tetrahydro-2H-pyran-4-ol,as a common compound, the synthetic route is as follows.

To a stirred solution of tetrahydro-4H-pyran-4-ol (100.0 muL, 1.05 mmol) in methylene chloride (8.0 mL) at 0 C., triethylamine (183 muL, 1.31 mmol) and methanesulfonyl chloride (89.3 muL, 1.15 mmol) were added sequentially. After 1 .5 h, the reaction was quenched with water and extracted with methylene chloride. The combined organic layers were dried over MgSO4, and then concentrated to give the desired product (190 mg, 100%), which was used directly in the next step. 1H NMR (400 MHz, CDCl3): delta 4.92-4.87 (m, 1H), 3.97-3.92 (m, 2H), 3.57-3.52 (m, 2H), 3.04 (s, 3H), 2.07-2.02 (m, 2H), 1.92-1.83 (m, 2H) ppm., 2081-44-9

2081-44-9 Tetrahydro-2H-pyran-4-ol 74956, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Incyte Corporation; Lu, Liang; He, Chunhong; Yao, Wenqing; US2014/45814; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics