Tag: M.W:100-200

25850-22-0, 2,2-Dimethyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 4-((2-chloro-5-nitropyrimidin-4-yl)amino)cyclohexane-1-carboxamide (0.5 g, 2.2 mmol) in DMF (10 mL) was added 2,2-dimethyltetrahydro-2H-pyran-4-amine (0.24 g, 1.8 mmol) and sodium carbonate (0.53 g, 5.0 mmol) at ambient temperature. The reaction mixture was stirred at ambient temperature for 16 h. Completion of the reaction was confirmed by UPLC. The product was isolated and triturated with petroleum ether to afford (1S,4S)-4-((2-((2,2-dimethyltetrahydro-2H-pyran-4-yl)amino)-5-nitropyrimidin-4-yl)amino)cyclohexane-1-carboxamide (0.4 g, 61%) as an yellow solid. MS (ESI) m/z 393.2 [M+1]+., 25850-22-0

As the paragraph descriping shows that 25850-22-0 is playing an increasingly important role.

Reference£º
Patent; Celgene Corporation; CANAN, Stacie S.; HAWRYLUK, Natalie Anne; WITTY, Michael John; (74 pag.)US2017/348315; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

14774-36-8, (Tetrahydropyran-3-yl)methanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

169a) 3-((3-Bromophenoxy)methyl)tetrahydro-2H-pyran A solution of 3-bromophenol (500 mg, 2.89 mmol), triphenylphosphine (758 mg, 2.89 mmol) and (tetrahydro-2H-pyran-3-yl)methanol (420 mg, 3.62 mmol) in tetrahydrofuran (THF) (10 mL) was added DIAD (0.674 mL, 3.47 mmol) in tetrahydrofuran (THF) (10 mL) slowly under nitrogen at 0C. The reaction mixture was stirred at 25 C for 16 h. The solvent was evaporated and was purified by reverse-phase HPLC to obtain the title compound 3-((3-bromophenoxy)methyl)tetrahydro-2H-pyran (260 mg, 0.91 1 mmol, 31 .5 % yield). LC-MS m/z 271 .0(M+H)+, 2.10 min (ret. time)., 14774-36-8

14774-36-8 (Tetrahydropyran-3-yl)methanol 85769, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; CALLAHAN, James Francis; KERNS, Jeffrey K.; LI, Peng; LI, Tindy; MCCLELAND, Brent W.; NIE, Hong; PERO, Joseph E.; DAVIES, Thomas Glanmor; GRAZIA CARR, Maria; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; NORTON, David; VERDONK, Marinus Leendert; WOOLFORD, Alison Jo-Anne; WILLEMS, Hendrika Maria Gerarda; (664 pag.)WO2017/60854; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

720706-20-7, (4-Amino-4-tetrahydropyranyl)methanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

720706-20-7, Example 30. 2-Cyclopropyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (4-hydroxymethyl-tetrahydro- pyran-4-yl)-amideStep 1To a solution of 2-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3- b]pyrazine-7-carboxylic acid (0.20 g, 0.59 mmol) in CH2C12 (5 mL) was added EDC (0.14 g, 0.72 mmol), 4-(dimethylamino)pyridine (0.088 g, 0.72 mmol), and (4-aminotetrahydropyran- 4-yl) -methanol (0.094 g, 0.72 mmol). The reaction mixture was stirred at room temperature overnight then diluted with H20 and extracted with CH2C12. The combined organics were washed with brine, dried over Na2S04 and concentrated. The residue was purified by Si02 chromatography (60% EtOAc/hexanes) to obtain 0.15 g (57%) of 2-cyclopropyl-5-(2- trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (4- hydroxymethyl-tetrahydro-pyran-4-yl)-amide as an oil.

720706-20-7 (4-Amino-4-tetrahydropyranyl)methanol 18316484, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HENDRICKS, Robert Than; HERMANN, Johannes Cornelius; KONDRU, Rama K.; LOU, Yan; LYNCH, Stephen M.; OWENS, Timothy D.; SOTH, Michael; YEE, Calvin Wesley; WO2011/144584; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

85064-61-5, 2-(6-Fluoro-4-(piperazin-l-yl)quinazolin-2-yl)phenol (25 mg, 0.077 mmol), 2-(tetrahydro-2i7-pyran-4-yl)acetic acid (14.3 mg, 0.10 mmol), triethylamine (22uL, 0.154 mmol),and HATU (38 mg, 0.10 mmol) were stirred in DMF (1 mL) overnight. Purification via reversephase HPLC (10-99percent CH3CN (0.035percent TFA)/H20 (0.05percent TFA)) gave l-(4-(6-fluoro-2-(2-hydroxyphenyl)quinazolin-4-yl)piperazin-1 -yl)-2-(tetrahydro-2No.-pyran-4-yl)ethanone. LC/MS:m/z 451.5 (M+H)+ at 2.60 min (10percent-99percent CH3CN (0.035percent TFA)/H20 (0.05percent TFA)).

As the paragraph descriping shows that 85064-61-5 is playing an increasingly important role.

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2006/28904; (2006); 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 solution of [4-(7-Hydroxymethoxyquinazolin-4-yl)piperidin-l-yl][4- (trifluoromethoxy)phenyl]methanone (100 mg, 0.24 mmol) in 1 mL of N,N-dimethyl formamide were added potassium iodide, (41 mg, 0.3 mmol) and 4-(bromomethyl)-tetrahydro-2H-pyran, 119 mg (0.72 mmol). The resulting solution was stirred 12 h at 80C. After chromatography, the title compound was obtained as a brown solid (24 mg, 26%). After filtration, removal of the solvent and susequent chromatography, the product was obtained as a white solid in 10% yields (12 mg). MS (ESIpos): m/z = 502 (M+H)+; LC-MS[Method 2] : R, = 1.52 min; 1H-NMR (400 MHz, DMSO -d6) d 1.63-1.72 (m, 2H), 1.86-1.90 (m, 4H), 2.06-2.09 (m, 2H), 3.07-3.08 (m, 1H), 3.56 (t, 2H), 3.68-3.69 (m, 1H), 3.88 (t, 2H), 3.96-3.99 (m, 1H), 4.61-4.62 (m, 2H), 4.90-4.94 (m, 1H), 7.36 (d, 1H), 7.44-7.46 (m, 3H), 7.59 (d, 2H), 8.38 (d, 1H), 9.09 (s, 1H).

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

Reference£º
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; NGUYEN, Duy; WORTMANN, Lars; FARIA ALVARES DE LEMOS, Adelaide, Clara; BOeMER, Ulf; SUeLZLE, Detlev; HOLTON, Simon; LECHNER, Christian; (147 pag.)WO2019/170543; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

14774-37-9, Tetrahydropyran-4-methanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: Synthesis of tetrahydro-pyran-4-carbaldehydePyridinium chlorochromate (37.8 g, 175.0 mmol) is added to a solution of (tetrahydro-pyran- 4-yl)-methanol (13.6 g, 117.0 mmol) in DCM (50.0 mL) at 00C. The reaction mixture is stirred at room temperature for 12 hours. The reaction mixture is filtered through a pad of celite that is washed with diethyl ether. The filtrate is concentrated under reduced pressure to afford the title compound.

14774-37-9, 14774-37-9 Tetrahydropyran-4-methanol 2773573, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BERRY, Angela; CIRILLO, Pier Francesco; HICKEY, Eugene Richard; RIETHER, Doris; WU, Lifen; ZINDELL, Renee M.; WO2010/96371; (2010); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

4677-20-7, 4-(2-Bromoethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4677-20-7

4-(2-Bromoethyl)tetrahydro-2H-pyran (200 mg, 1.00 mmol), 3,7-dimethyl-1H-purin-2,6(3H,7H)-dione (186 mg, 1.00 mmol), potassium iodide (17.0 mg, 0.100 mmol) and potassium carbonate (414 mg, 3.00 mmol) were dissolved in N,N-dimethylformamide (4 mL). The reaction solution was heated to 130 C. and allowed for reaction for 3 hours, and then the reaction solution was than cooled to 25 C. The reaction was quenched by adding saturated brine, followed by extraction with ethyl acetate (50 mL*3). The organic phases were dried over anhydrous sodium sulfate, and then filtered. The filtrate was concentrated under reduced pressure, and then purified by high performance preparative plate (ethyl acetate, Rf-0.5) to give a product 3,7-dimethyl-1-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-1H-purin-2,6(3H,7H)-dione (224 mg) with a yield of 77%. 1H NMR: (400 MHz, Methonal-d4) delta7.86 (s, 1H), 4.06-4.01 (m, 2H), 3.97 (s, 3H), 3.92 (dd, J=12, 3.2 Hz, 2H), 3.53 (s, 3H), 3.44-3.38 (m, 2H), 1.73 (d, J=12.8 Hz, 2H), 1.61-1.55 (m, 3H), 1.38-1.24 (m, 2H). MS-ESI calculated value: [M+H]+ 293; measured value: 293.

As the paragraph descriping shows that 4677-20-7 is playing an increasingly important role.

Reference£º
Patent; GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD; WU, Linyun; CHEN, Xiaoxin; ZHANG, Peng; LIU, Xing; ZHANG, Li; LIU, Zhuowei; CHEN, Shuhui; LONG, Chaofeng; (75 pag.)US2018/148451; (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.25850-22-0,2,2-Dimethyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

25850-22-0, (4) (2E)-3-{3-cyano-1-[(4-fluorophenyl)(phenyl)methyl]-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridin-2-yl}-N-(2,2-dimethyltetrahydro-2H-pyran-4-yl)prop-2-enamide To a solution of (2E)-3-{3-cyano-1-[(4-fluorophenyl)(phenyl)methyl]-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridin-2-yl}prop-2-enoic acid (1.00 g, 2.35 mmol) in THF (10 ml) were added DMF (0.10 ml) and oxalylchloride (0.246 ml, 2.82 mmol), which was stirred at room temperature for 1 hour and the solvent was distilled off under reduced pressure. The residue was added under ice-cooling to a solution of 2,2-dimethyltetrahydro-2H-pyran-4-ylamine (455 mg, 3.53 mmol), triethylamine (1.09 ml, 7.81 mmol) and THF (10 ml), the mixture was stirred under ice-cooling for 2 hours and at room temperature for 12 hours. The reaction solution was poured into water and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was recrystallized from ethyl acetate and hexane to yield the objective product as a solid material. Yield (amount) 1.04 g, yield (rate) 82.5% 1H-NMR (CDCl3) delta: 1.17-1.42 (8H, m), 1.81-1.91 (2H, m), 2.56 (3H, s), 2.75 (3H, s), 3.62-3.74 (2H, m), 4.14-4.22 (1H, m), 5.48 (1H, d, J = 7.6 Hz), 6.73-7.46 (12H, m), 7.99 (1H, s). IR (KBr) cm-1; 3285, 2215, 1661, 1622, 1591, 1547, 1510, 1333, 1231, 1195, 735.

25850-22-0 2,2-Dimethyltetrahydro-2H-pyran-4-amine 3809203, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP1535922; (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.1194-16-7,2,2-Dimethyltetrahydropyran-4-one,as a common compound, the synthetic route is as follows.

IO a solution ot mercury sultate (LA g) and SULTUNC acid (5″/0, 6UU ML), was gradually added dimethylvinylethynylcarbinole (230 g) with vigerous stirring FOR-1 h and the temperature was raised slowly to 85 C. Mercury sulfate (18 g) was added in portions over 4 h at 85 C. The upper layer was separated, and the lower layer was neutralized with potassium carbonate and extracted with ether twice. The separated upper layer was added to the ethereal extracts, washed with potassium carbonate, water and dried over magnesium sulfate. The ether was evaporated, and the residue distilled under vacuum, then distilled at 1 atm (168-175 C) to provide the product pyrone (140 g, 53%). A suspension of sodium (11 g) in dry toluene (150 mL) was heated to reflux, stirred vigerously, cooled to room temperature, and a first part of solution (5-6 mL) of chloroacetic acid ethyl ester (63 g, 0.5 mol) and the above 2, 2-DIMETHYLTETRAHYDROPYRANE-4-ONE (64 g, 0.5 mol) was added. The remaining part of the solution was added dropwise at 23 C. After 3-4 h and full consumption of sodium, dry methanol (8 mL) was added. The mixture was carefully quenched into ice water (100 mL), ether was added, the upper layer separated, the aqueous extracted with ether, the ethereal extracts combined, washed with water, and dried over magnesium sulfate. The solvent was evaporated, and the residue was distilled in vacuo (101 C, 2 mmHg) to provide the product (74 g, 70%). This product 5, 5-dimethyl-1, 6-dioxaspyro-2,5-octane-2-carbonic acid ethyl ester (214 g, 1 mol) was added to a solution of sodium hydroxide (40 g, 1 mol) in water (100 mL) with stirring over 30 min at 30 C. The reaction mixture was stirred for 2 h, water (200 ML) was added to dissolve precipitates, and the aqueous solution of the sodium salt of 5, 5-dimethyl-1, 6- dioxaspyro-2,5-octane-2-carbonic acid was heated to 90 C. Hydrochloric acid (1 mol, 15-20%) was added dropwise for 4 h, the forming aldehyde was simultaneously distilled, saturated with NACI, extracted with ether (3X200 mL), the organic extracts dried over anhydrous magnesium sulfate, and concentrated in vacuo. The residue was distilled in vacuo (61 C at 7 MMHG) to provide the aldehyde intermediate (80 g, 55%). To a cold 2,2-dimethyl-4-formyltetrahydropyran (17 g, 0.5 mol) was added a solution of potassium permanganate (79 g, 0.5 mol) in water (1 L), keeping the temperature at 25 C. The mixture was maintained for 6 h, filtered from MNO2, washed with water, the combined filtrate evaporated to the volume of 175 ML, acidified with HC1, extracted with diethyl ether, and the organic extracts dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was distilled under vacuum at 123 C (5 MMHG) to yield 71 g (90%) of the desired acid. This carboxylic acid was incorporated into Example 82 by following the procedures of Examples 78 and 71, US Patent 6,489, 354 and Example 11 from tent-butyl 3-BENZYL-1-OXA-8- azaspiro [4.5] decane-8-carboxylate. Mass Spectrum m/e = 585 (M+1)., 1194-16-7

As the paragraph descriping shows that 1194-16-7 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; WO2004/58763; (2004); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

220641-87-2, N-Methyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-Methyl-4-(3-nitrophenyl)-N-(tetrahydro-2H-pyran-4-yl)-1H-imidazole-1- carboxamide A solution of N-methyltetrahydro-2H-pyran-4-amine (2.15 g, 18.7 mrnol) in tetrahydrofuran (THF) (6 mL) was added to a stirred solution of phenyl 4-(3- nitrophenyl)-IH-imidazole-1-carboxylate (2.89 g, 9.3 mmol) in THF (40 mL) at room temperature. The yellow solution was allowed to stir at reflux overnight. The solvent was evaporated in vacuum and the product was recrystallised from propan-2-ol. N-methyl-4-(3 -nitrophenyl)-N-(tetrahydro-2H-pyran-4-yl)- 1 H-imida.zole- 1 -carboxamide (0.938 g, 30 % yield)., 220641-87-2

As the paragraph descriping shows that 220641-87-2 is playing an increasingly important role.

Reference£º
Patent; BIAL – PORTELA & C?, S.A.; ROSA, Carla Patricia da Costa Pereira; NORONHA, Rita Gusmao de; KISS, Laszlo Erno; WO2015/12708; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics