Tag: M.W:100-200

4295-99-2, 4-Cyanotetrahydro-4H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4295-99-2

Preparation of Starting Materials Required C-(4-Methyltetrahydropyran-4-yl)methylamine A mixture of tetrahydropyran-4-carbonitrile (5.00 g) and THF (50 ml) was admixed at 0 C. with lithium hexamethyldisilazide (1 M, 63 ml), and, after 90 minutes, methyl iodide (4.26 ml) was added dropwise with good cooling. After 12 hours, the reaction mixture was partitioned between water and ethyl acetate. The organic phase was dried over sodium sulfate and concentrated. The residue was dissolved in THF (200 ml), and lithium aluminum hydride (3.79 g) was added. The mixture was boiled at reflux for 6 hours, Water (3.8 ml) and then sodium hydroxide solution (40%; 3.8 ml) were cautiously added dropwise to the cooled suspension. The precipitate was filtered off and the filtrate was concentrated. This afforded the product with the molecular weight of 129.20 (C7H15NO); MS (ESI): 130 (M+H+).

4295-99-2 4-Cyanotetrahydro-4H-pyran 11815837, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; SANOFI; US2012/15936; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

29943-42-8, Dihydro-2H-pyran-4(3H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tetrahydro-2H-pyran-4-carbonitrile. A solution of tetrahydro-4H-pyran-4-one (25 g, 250 mmol) and toluenesulfonylmethyl cyanide (53.7 g, 275 mmol) dissolved in ethylene glycol dimethylether (1 L) was cooled to 0 C. Added dropwise over 30 min was a solution of potassium t-butoxide (56 g, 500 mmol) dissolved in t-butanol (350 mL) and ethylene glycol dimethylether (150 mL). After stirring the resulting mixture for 3 h at room temp, diethyl ether (1 L) was added and the organic phase was washed with saturated aqueous NaHCO3. The organic phase was dried (Na2SO4) and concentrated. The residue was distilled at 39 C. 1.7 mm Hg to give the title compound as a colorless oil (10.87 g, 39% yield). 1H NMR (300 MHz, CDCl3) delta: 3.91-3.83 (2H, m), 3.61-3.54 (2H, m), 2.89-2.80 (1H, m), 1.97-1.78 (4H, m)., 29943-42-8

The synthetic route of 29943-42-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bristol-Myers Squibb Company; US2008/4265; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

62071-40-3, 4-(Tetrahydropyran-4-yl)phenylamine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

62071-40-3, A solution of 4-(tetrahydro-2H-pyran-4-yl)benzenamine (1.79 g, 10.10 mmol) in 15 mL of HBr and 5 mL of water was stirred at 0 C. for 10 minutes, then 0.77 g of NaNO2 was added to the mixture at -5 C.?0 C. The mixture was stirred at -5 C. for 30 minutes. Then the solution of CuBr in 3 mL of HBr was added to the mixture, after that the mixture was heated at 100 C. for 2 hours. The mixture was cooled to room temperature, partitioned between 2N NaOH and EA, washed with water and aqueous NaCl, dried over Na2SO4. The volatiles were removed in vacuo, and the residue was purified by chromatography with PE/EA (10:1?4:1) to give 1.11 g of title compound.

The synthetic route of 62071-40-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HUTCHISON MEDIPHARMA LIMITED; Su, Wei-Guo; Deng, Wei; Ji, Jianguo; US2014/121200; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

2081-44-9, Tetrahydro-2H-pyran-4-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tetrahydropyran-4-ol (15.0 g, 146 mmol, 14.71 mL) in dichloromethane (600 mL) was added PPh3 (50.0 g, 191 mmol) and imidazole (15.0 g, 220 mmol). The mixture was stirred at 0 C and iodine (44.7 g, 176 mmol) was added in portions under a nitrogen atmosphere. Finally, the mixture was stirred at 15 C for 16 hours. On completion, the reaction mixture was filtered and the filtrate was concentrated in vacuo to get a residue. The residue was diluted with water (150 mL) and extracted with ethyl acetate (3 ¡Á 150 mL). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give a residue. The residue was purified by column chromatography (petroleum ether: dichloromethane = 1:0 to 2:1) to give the title compound (16.0 g, 51% yield) as a colorless oil.1H NMR (400MHz, CDCl3) delta = 4.48 – 4.41 (m, 1H), 3.80 (td, J = 4.4, 11.6 Hz, 2H), 3.56 – 3.46 (m, 2H), 2.20 – 2.09 (m, 4H).

2081-44-9, The synthetic route of 2081-44-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; (215 pag.)WO2018/106636; (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.4677-18-3,2-(Tetrahydro-2H-pyran-4-yl)ethanol,as a common compound, the synthetic route is as follows.,4677-18-3

To a solution of Intermediate I, 4,6-dichloro-2-(methylsulfonyl)pyrimidine (113 mg, 0.5 mmol) in THF (5 ml), was added NaH (14 mg, 0.64mmol) and the solution cooled to -78C. 2- (tetrahydro-2H-pyran-4-yl)ethan-1-ol (65mg) was added dropwise as a solution in THF (lml), and the solution stirred for lh at -78C, then quenched with water, extracted with EtOAc, dried (Mg504), filtered, evaporated and purified by silica gel chromatography (hexane / EtOAc) to give 65 mg of 4-(2-(3,5-dichlorophenoxy)ethyl)tetrahydro-2H-pyran. This was dissolved in DMF (3 ml), NaH (9 mg) was added, followed by 5-(3-methoxyphenyl)-1H-pyrazole (41 mg) and the reaction mixture stirred for lh at RT. Morpholine (21u1) was added, and the reaction stirred overnight at rt, then quenched with water, extracted with EtOAc, dried (Mg504), filtered, evaporated and purified by LC/MS to give 9 mg of 4-(6-(3-(3-methoxyphenyl)-1H-pyrazol-1-yl)- 2-(2-(tetrahydro-2H-pyran-4-yl)ethoxy)pyrimidin-4-yl)morpholine, Compound 3. LC/MS (mobile phase 5-100% ACN in 5 mi, Rt = 4.14 mi (M+H) 466

As the paragraph descriping shows that 4677-18-3 is playing an increasingly important role.

Reference£º
Patent; ACURASTEM INC.; SMRCINA, Martin; LI, Ronghua; NAIR, Anil; AUGUST, Paul; BJERGARDE, Kirsten; (94 pag.)WO2019/46316; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

108-55-4, Dihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A flask was charged with AlCl3 (96.38 mmol, 12.85 g, 2.2 equiv) and dry benzene (20 ml) under calcium chloride guard tube and the formed suspension was stirred on ice bath. Subsequently, a solution of glutaric anhydride 10 (43.8 mmol, 5.00 g) in dry benzene (40 ml) was added dropwise over 30 minutes (t < 8 C). The cooling bath was removed and the resulting mixture was stirred at room temperature for 19 hours. The mixture was carefully quenched with water (95 ml) and conc. H2SO4 (10 ml), the aqueous layer was extracted with ethyl acetate (1 x 200 ml, 3 x 50 ml), the combined organics were dried over Na2SO4, filtered and concentrated. The crude product was crystallized from ethyl acetate to yield 5-oxo-5-phenylpentanoic acid (7.00 g, 83%) as a yellow-brown powder;1 mp 124-125 C; 1H NMR (300 MHz, acetone-d6): delta = 1.99 (m, 2H), 2.44 (t, J = 7.2 Hz, 2H), 3.13 (t, J = 7.2 Hz, 2H), 7.51 (m, 2H), 7.62 (m, 1H), 8.01 (d, J = 7.8 Hz, 2H), 10.56 (bs, 1H). 5-Oxo-5-phenylpentanoic acid (26.1 mmol, 5.02 g), paraformaldehyde (78.3 mmol, 2.35 g, 3.0 equiv) and piperidine (5.3 mmol, 0.52 ml, 0.2 equiv) were dissolved/suspended in pyridine (22 ml) and stirred at 70 C for 21 hours. Afterwards, the mixture was poured into 3M H2SO4 (100 ml), the aqueous layer was extracted with ethyl acetate (3 x 100 ml), the combined organics were dried over Na2SO4, filtered and concentrated. The residue was redissolved in CH2Cl2 (100 ml) and extracted with a mixture of half-saturated aqueous NaHCO3 (300 ml) and 2M NaOH (20 ml). The extraction was repeated with half-saturated aqueous NaHCO3 (50 ml). The combined aqueous solutions were washed with CH2Cl2 (2 x 50 ml) and afterwards acidified with conc. H2SO4 to pH = 1-2 and extracted with ethyl acetate (1 x 100 ml, 3 x 70 ml). The combined organics were dried over Na2SO4, filtered and concentrated to give 4-benzoylpent-4-enoic acid 9a (4.60 g, 86%) as a yellow solid; mp 45-46 C; 1H NMR (300 MHz, CDCl3): delta = 2.63 (t, J = 7.2 Hz, 2H), 2.81 (t, J = 7.2 Hz, 2H), 5.69 (s, 1H), 5.94 (s,1H), 7.43 (m, 2H), 7.54 (m, 1H), 7.72 (d, J = 6.9 Hz, 2H), 11.39 (bs, 1H); 13C NMR (75 MHz, CDCl3): delta = 27.2, 32.6, 127.2, 128.2, 129.4, 132.3, 137.5, 145.9, 179.0, 197.8. 108-55-4, As the paragraph descriping shows that 108-55-4 is playing an increasingly important role.

Reference£º
Article; Sivak, Ivan; Berke?, Du?an; Ko?i?ek, Jozef; Kolarovi?, Andrej; Tetrahedron Letters; vol. 57; 10; (2016); p. 1079 – 1082;,
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.1197-66-6,2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one,as a common compound, the synthetic route is as follows.

4,4,6,6-Tetramethyl-4H,6H,7H-pyrano[4,3-d] [l,3]thiazol-2-amine A solution of 2,2,6,6-tetramethyloxan-4-one (250 mg,l .60 mmol), pyrrolidine (125 mg, 1.76 mmol) andpTSA (15 mg, 0.08 mmol) in cyclohexane (2 mL) was refiuxed for 2 h. The solvent was removed and replaced by MeOH (0.5 mL) and then sulfur was added (51 mg, 0.20 mmol) followed by cyanamide (74 mg, 1.76 mmol). The solution was refiuxed for 2 h, cooled, diluted with EtOAc and filtered. The filtrate was adsorbed onto silica gel and purified by FCC (eluent: EtOAc: Heptane (0-100%) to afford the title compound as a yellow solid (210 mg, 62% yield); m/z = 213.0 (MH)+.

1197-66-6, The synthetic route of 1197-66-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ACTIVE BIOTECH AB; WELLMAR, Ulf; EAST, Stephen; BAINBRIDGE, Marie; MACKINNON, Colin; CARR, James; HARGRAVE, Jonathan; (296 pag.)WO2016/42172; (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.

Add TEA (51.9 mL, 372.2 mmol) and tetrahydropyran-4-carbonyl chloride (22.1 g, 148.9 mmol) to a mixture of 1-indolin-5-ylethanone (20.0 g, 124.1 mmol) in DCM (496 mL). Stir the resulting mixture at room temperature for two hours. Dilute the reaction mixture with DCM (500 mL) and wash with saturated aqueous sodium bicarbonate. Isolate the organic layer and extract the aqueous layer twice with DCM (500 mL). Wash combined organic layers with saturated aqueous sodium chloride, dry over anhydrous sodium sulfate, filter and concentrate the filtrate to give the title compound quantitatively as a light yellow solid. ES/MS (m/z): 274.0 (M+H). Alternative Isolation Procedure: (0059) Treat the product with heptane and concentrate. Repeat the treatment and concentration a second time. Treat with heptane and cool to 0-5 C. Collect the product by filtration and rinse with heptane and dry to give the title compound.

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

Reference£º
Patent; Eli Lilly and Company; Bastian, Jolie Anne; Chen, Jiehao; Cohen, Jeffrey Daniel; Henry, James Robert; McMillen, William Thomas; Reaman, Bradley Earl; Rubio, Almudena; Sall, Daniel Jon; Zhao, Gaiying; (36 pag.)US2017/354641; (2017); 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.

5-Benzyloxymethyl isoxazole-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) Was added to chloroform (amylene added product) (7.5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.35 g, 1.8 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, Extracted twice with ethyl acetate. The organic layer was washed with saturated brine, After drying over anhydrous sodium sulfate, it was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- [2- (tetrahydropyran-4-yl) ethyl] -5-benzyloxymethyl isoxazole-3-carboxamide (Hereinafter referred to as amide compound (18)) 0.43 g., 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; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); 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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

General procedure: To a solution of intermediate7(0.5 mmol)inDMFwere added carbon disulfide (0.30 mL, 5.0 mmol) and finely powdered potassium phosphate (0.21 g, 1.0 mmol). After stirring at rt for 30 min, the appropriate benzyl bromide, cyclohexyl bromide, or chloromethylpyridine hydrochloride(0.5 mmol)was added and stirring was continued for 2 h. The mixture was poured into ice-water (40 mL), and the solution was extracted with dichloromethane(15 mL ¡Á 3). The combined extracts were washed with saturated brine and dried overanhydrous sodium sulfate overnight. After evaporation of the solvent, the crude productwas purified by column chromatography using dichloromethane/methanol (95:5, v/v) as eluent to give final compounds 8a-q.

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

Reference£º
Article; Zhang, Ying; Yang, Chao-Rui; Tang, Xue; Cao, Sheng-Li; Ren, Ting-Ting; Gao, Man; Liao, Ji; Xu, Xingzhi; Bioorganic and Medicinal Chemistry Letters; vol. 26; 19; (2016); p. 4666 – 4670;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics