Day: November 13, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.33024-60-1,Tetrahydro-2H-pyran-4-amine hydrochloride,as a common compound, the synthetic route is as follows.

Example 79 (2E)-3-{1-[bis(4-fluorophenyl)methyl]-3-cyano-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridin-2-yl}-N-(tetrahydro-2H-pyran-4-yl)prop-2-enamide To a solution of (2E)-3-{1-[bis(4-fluorophenyl)methyl]-3-cyano-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridin-2-yl}prop-2-enoic acid (250 mg, 0.570 mmol) in THF (2.5 ml) were added DMF (0.025ml) and oxalylchloride (0.060 ml, 0.680 mmol), the mixture was stirred at room temperature for 1 hour and the solvent distilled off under reduced pressure. The residue was added under ice-cooling to a solution of tetrahydro-2H-pyran-4-ylamine hydrochloride (136 mg, 1.13 mmol), triethylamine (0.472 ml, 3.39 mmol) and THF (3 ml), and 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 purified by silica gel column chromatography (hexane: ethyl acetate = 2: 1) to give the objective product as a solid material. The resultant material was recrystallized from hexane and ethyl acetate. Yield (amount) 200 mg, yield (rate) 66.7percent 1H-NMR (CDCl3) delta: 1.43-1.58 (2H, m), 1.87-1.92 (2H, m), 2.56 (3H, s), 2.75 (3H, s), 3.42-3.50 (2H, m), 3.94-4.05 (3H, m), 5.56 (1H, d, J = 7.8 Hz), 6.78 (1H, d, J = 15.3 Hz), 6.91-7.21 (9H, m), 7.43 (1H, d, J = 15.3 Hz), 7.92 (1H, s). IR (KBr) cm-1; 3277, 2924, 2216, 1661, 1607, 1549, 1510, 1231, 1161, 1013, 837, 801, 733.

33024-60-1, As the paragraph descriping shows that 33024-60-1 is playing an increasingly important role.

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.23462-75-1,Dihydro-2H-pyran-3(4H)-one,as a common compound, the synthetic route is as follows.

To a stirred solution of the dihydro-2H-pyran-3(4H)-one (commercially available from Pharm lab Product list, 21.6 g, 0.216 mol) in 160 ml of dry THF , trimethyl silyl chloride(58.7g, 68.5 ml, 0.54 mol) was added under argon at room temperature, then the mixture was allowed to stir 10 minutes .At this mixture triethylamine (59.7g, 82.2 ml, 0.59 mol) was added dropwise and under vigorous stirring (strong precipitation). The resulting suspension was heated to reflux for 48 hours, then the mix was cooled to r.t and concentrated to 1/3 of the volume at the rotavapor (T=40C, p=200 mbar). At this crude 300 ml of pentane were added to allow the complete precipitation of TEA.HCI and the suspension was filtered.The solid was washed with 100 ml of pentane and the resulting filtrate was separated.The desired product was isolated by fract. Distillation; pentane and THF residue were removed at athmospheric pressure and the sililenolether was isolated at Tdist=58-60C p=5mbar. Obtained 28.7 g of the title compound as colourless oilMS (ES) (mlz): 172 [M+H]+1H NMR (CDCI3 ) :delta 0.20 (s,9H), 1.92-2.32 (m, 2H), 3.67 (t, J=5.5 Hz, 2H), 3.78-3.95 (m,2H), 4.78-5.05 (m,1 H), 23462-75-1

23462-75-1 Dihydro-2H-pyran-3(4H)-one 90109, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Glaxo Group Limited; WO2009/43883; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

19752-84-2, Tetrahydro-2H-pyran-3-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 3,4,5-tribromo-1 /-/-pyrazole (21 g, 69 mmol) in THF (200 mL) were added tetrahydro-2H-pyran-3-ol (8.5 g, 83 mmol), PPh3(36 g, 138 mmol), DIAD (27 g, 138 mmol) at 0 C. The resulting mixture was stirred at 0 C for 3 hrs. The mixture was poured into water (100 mL) and extracted with EtOAc (3×100 mL). The combined organic layers were washed with brine, dried over anhydrous Na2S04and concentrated. The crude was purified by column chromatography on silica gel (PE: EtOAc= 10: 1 ) to give the title compound as oilsolid (10 g, yield 50%)., 19752-84-2

The synthetic route of 19752-84-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DING, Xiao; HO, Ming-Hsun; REN, Feng; YU, Haihua; ZHAN, Yang; (290 pag.)WO2019/12093; (2019); 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.1768-64-5,4-Chlorotetrahydropyran,as a common compound, the synthetic route is as follows.

Example 1 Preparation of 1-(4-tetrahydropyranyl)but-1-en-3-one 5.0 g of magnesium were introduced into 100 ml of anhydrous tetrahydrofuran. 25 g of 4-chlorotetrahydropyran were added dropwise under reflux under a nitrogen atmosphere, and the mixture was refluxed for 2 hours. A solution of 23.5 g of 1-(dimethylamino)but-1-en-3-one in 20 ml of anhydrous tetrahydrofuran was subsequently added dropwise to the reaction mixture, cooled to from 0 to 5 C., at a rate such that the internal temperature did not exceed 50 C., and the mixture was stirred at room temperature for a further 2 hours. For work-up, the reaction mixture was poured into a mixture of ice and dilute HCl, and extracted 3 times with 200 ml of chloroform, and the extracts were washed with saturated sodium chloride solution and dried over MgSO4. Removal of the solvent gave 24.0 g (75%) of 1-(4-tetrahydropyranyl)but-1-en-3-one having a boiling point of 117 C./10 mmHg.

1768-64-5, The synthetic route of 1768-64-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BASF Aktiengesellschaft; US5221753; (1993); 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.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

A mixture of2-((1 H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((6-(4-chlorophenyl)spiro[3.5]non-6-en-7-yl)methyl)piperazin-1 -yl)benzoic acid (1.75 g, 3 mmol), 3-nitro-4- (((tetrahydro-2H-pyran-4-yl)methyl)am ino)benzenesulfonam ide (1.43 g, 4.5) reacted in EDCI (1.15 g, 6 mmol) and 4-(N,N-dimethylamino)pyridine (550 mg, 4.5 mmol) and dichloromethane (40 ml) at room temperature overnight, and then water was added. The aqueous[2,3-b]pyridin-5-yl)oxy)-4- (4-((6-(4-chlorophenyl)spiro[3.5]non-6-en-7-yl)methyl)piperazin-1 -yl)-N-((3-nitr o-4-((tetrahydro-2H-pyran-4-yl)methyl)am ino)phenyl)sulfonyl)benzam ide (1.7 g, 64.4%) was obtained as a yellow solid.1H NMR (400 MHz, methanol-d4) O 8.70 (d, J = 2.3 Hz,1 H), 8.01 (d, J =2.7 Hz, 1 H), 7.87 (d, J = 9.2, 2.3 Hz, 1 H), 7.66 (d, J = 8.9 Hz, 1 H),7.55 (d, J =2.7 Hz, 1H), 7.47 (d, J = 3.4 Hz, 1H), 7.38 (d, J = 8.4 Hz, 2H), 7.10 (d, J =8.4Hz, 2H), 6.97 (d, J = 9.2 Hz, 1 H), 6.77 (dd, J = 8.9, 2.4 Hz, 1 H), 6.44 (d, J =3.4Hz, 1 H), 6.34 (d, J = 2.4 Hz, 1 H), 4.02 – 3.94 (m, 3H), 3.66 (5, 3H), 3.49 -3.38 (m,2H), 3.41 – 3.25 (m, 7H), 2.42 (5, 3H), 2.26 (5, 3H), 2.00 – 1.67 (m, 4H),1.45- 1.38(m, 2H)., 1228779-96-1

1228779-96-1 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide 57474953, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; ASCENTAGE PHARMA (SUZHOU) CO., LTD.; YANG, Dajun; ZHAI, Yifan; WANG, Guangfeng; (88 pag.)WO2020/24826; (2020); 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.1240390-36-6,tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

Step 2 2-{(3R,4R)-4-[7-(1-Methyl-1H-benzoimidazol-4-ylcarbamoyl)-thieno[3,2-d]pyrimidin-2-ylamino]-tetrahydro-pyran-3-yl}-carbamic acid tert-butyl ester To a solution of 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid (1-methyl-1H-benzoimidazol-4-yl)-amide (0.037 g, 0.108 mmol) and tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (0.035 g, 0.161 mmol) in dioxane (3 mL) was added triethylamine (0.075 mL, 0.538 mmol). The reaction mixture was heated at 100 C. overnight. The reaction mixture was cooled and then diluted with dichloromethane, washed with aqueous sodium carbonate, then brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue obtained was then purified by chromatography (silica, 40 g, 0 to 5% 0.7N ammonia in MeOH in dichloromethane) to give {(3R,4R)-4-[7-(1-methyl-1H-benzoimidazol-4-ylcarbamoyl)-thieno[3,2-d]pyrimidin-2-ylamino]-tetrahydro-pyran-3-yl}-carbamic acid tert-butyl ester (0.050 g, 0.095 mmol, 88.8%) as a light orange solid. LCMS m/z [M+H]=524.

1240390-36-6, As the paragraph descriping shows that 1240390-36-6 is playing an increasingly important role.

Reference£º
Patent; Hoffmann-La Roche Inc.; Chen, Shaoqing; Hermann, Johannes Cornelius; Le, Nam T.; Lucas, Matthew C.; Padilla, Fernando; US2013/178460; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

713-95-1, 6-Heptyltetrahydro-2H-pyran-2-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

713-95-1, EXAMPLE 4 Preparation of N-[2,6-bis(1-methylethyl)phenyl]-6-heptyltetrahydro-2-oxo-2H-pyran-3-carboxamide The title compound was prepared from (+-)-delta-dodecanolactone (5.0 g, 0.025 mol), 2,6-diisopropylphenyl isocyanate (5.12 g, 0.025 mol), and lithium diisopropylamide (0.025 mol) using the procedure described in Example 1. MS: 401 (M+).

As the paragraph descriping shows that 713-95-1 is playing an increasingly important role.

Reference£º
Patent; Warner-Lambert Company; US5185349; (1993); A;,
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

To a solution of 1.07 g (1.90 mmol) of the compound from Example 8A in 20 ml of DMF under argon were added 256 mg (2.28 mmol) of potassium tert-butoxide. After stirring at RT for 5 min, 408 mg (2.28 mmol) of 4-(bromomethyl)tetrahydropyran were added, and the mixture was stirred at bath temperature 100C. for 2 h. Subsequently, a further 136 mg (0.76 mmol) of 4-(bromomethyl)-tetrahydropyran were added and the mixture was stirred at bath temperature 100C. for another 2 h. After cooling to RT, the mixture was combined with the reaction mixtures from two similarly conducted prior experiments (batch size in each case 47 mg (0.08 mmol) of the compound from Example 8A). After removing the DMF, 60 ml of water and 60 ml of ethyl acetate were added to this combined mixture. After the phases had been separated, the aqueous phase was extracted once with 30 ml of ethyl acetate. The combined organic phases were dried over sodium sulphate, filtered and concentrated. The residue was taken up in a mixture of cyclohexane and ethyl acetate (9:1) and purified by means of column chromatography (120 g of silica gel, eluent: cyclohexane/ethyl acetate 9:1). 590 mg (47% of theory, purity 100%) of the title compound were obtained. [0384] 1H NMR (400 MHz, CDCl3): delta [ppm]=8.66 (s, 1H), 8.28 (d, 1H), 8.14 (dd, 1H), 7.95 (d, 2H), 6.92 (d, 2H), 4.78-4.62 (m, 2H), 4.21-4.13 (m, 1H), 4.03 (dd, 2H), 3.89-3.81 (m, 4H), 3.50-3.40 (m, 3H), 3.07-2.93 (m, 1H), 2.19-2.03 (m, 2H), 2.03-1.87 (m, 2H), 1.76 (dd, 2H), 1.72-1.61 (m, 1H), 1.47 (qd, 2H), 0.63-0.53 (m, 2H), -0.09 (s, 9H). [0385] LC/MS (Methode 1, ESIpos): Rt=1.51 min, m/z=560 [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; BAYER PHARMA AKTIENGESELLSCHAFT; BECK, Hartmut; LI, Volkhart Min-Jian; CANCHO GRANDE, Yolanda; TIMMERMANN, Andreas; BROHM, Dirk; JOeRISSEN, Hannah; BOGNER, Pamela; GERISCH, Michael; LANG, Dieter; (44 pag.)US2017/114049; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

83-87-4, (3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

83-87-4, (1) Weigh the hydroxyacetylated glucose intermediate (35 g, 89.7 mmol) obtained in step (1)Triethylamine (4.75 g, 46.9 mmol),3,4-dimethoxyphenol (20G, 129.7 mmol),Sequentially added to dichloromethane (250mL) at 0 C conditions,Boron trifluoride ethyl ether silica gel (50 g)Then naturally warmed to room temperature for 9 hours; then the organic phaseWashed successively with saturated sodium bicarbonate, saturated brine, filtered,Concentrated, recrystallized from anhydrous methanol,A yield of 94.3% was obtained for 40.95 g of glycoside intermediate substituted at the position of glucose anomeric carbon.

As the paragraph descriping shows that 83-87-4 is playing an increasingly important role.

Reference£º
Patent; Dongying Daoyi Bio-pharmaceutical Technology Co., Ltd.; Weifang Hongnuo He Tai New Materials Technology Co., Ltd.; Li Fahui; (5 pag.)CN107151260; (2017); 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.720706-20-7,(4-Amino-4-tetrahydropyranyl)methanol,as a common compound, the synthetic route is as follows.

720706-20-7, To a stirred solution of 2, 4-dichloro-5-((4-methoxybenzyl) oxy) pyrimidine (2 g, 7.04 mmol) in isopropyl alcohol (30 mL) under an argon atmosphere were added diisopropylethylamine (2.4 mL, 14.08 mmol) and (4-aminotetrahydro-2H-pyran-4-yl) methanol (900 mg, 7.04 mmol) at room temperature. The reaction mixture was stirred at 120 oC for 48 h. After consumption of starting material (monitored by TLC), the volatile components were evaporated in vacuo. The crude material was purified by column chromatography using 20-30% EtOAc:hexanes to afford (4-((2-chloro-5-((4-methoxybenzyl) oxy) pyrimidin-4-yl) amino) tetrahydro-2H-pyran-4-yl) methanol (1 g, 38%) as a white solid. 1H NMR (CDCl3, 400 MHz): delta 7.66 (s, 1H), 7.30 (d, 2H), 6.94 (d, 2H), 5.47 (s, 1H), 5.03 (s, 2H), 4.60 (t, 1H), 3.87-3.83 (m, 5H), 3.80-3.73 (m, 2H), 3.68-3.60 (m, 2H), 1.97-1.87 (m, 4H); LCMS: 379.9 (M+1); (column; X-select CSH C-18 (50 ¡Á 3.0 mm, 3.5 mum); RT 3.07 min. 0.05% Aq TFA: CH3CN; 0.8 mL/min); TLC: 50% EtOAc:hexane (Rf: 0.3).

As the paragraph descriping shows that 720706-20-7 is playing an increasingly important role.

Reference£º
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/109109; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics