Month: October 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.

Example 83 A solution of Example B5 (58 mg, 0.447 mmol) in DCE (1.5 mL) was treated drop-wise with oxalyl chloride (42 muL, 0.484 mmol), stirred at RT for 0.5 h, then heated at 80¡ã C. for 1 h. The mixture was cooled to RT, treated with a mixture of Example A17 (110 mg, 0.372 mmol) and pyridine (147 mg, 1.862 mmol) in THF (3 mL) and stirred at RT for 2 h. The mixture was treated with EtOAc, washed with satd. NaHCO3, then brine, dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (MeOH/EtOAc). The material was re-purified via reverse-phase silica gel chromatography (MeCN/H2O with 0.1percent TFA). The pure fractions were concentrated under reduced pressure and the aqueous material neutralized with satd. NaHCO3. The material was extracted with EtOAc (3*) and the combined organics were washed with brine, dried over Na2SO4 and concentrated to dryness to afford N-((6-ethyl-5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)tetrahydro-2H-pyran-4-carboxamide (22 mg, 13percent) as a white solid. 1H NMR (400 MHz, DMSO-d6): delta 11.02 (s, 1H), 10.88 (s, 1H), 8.36 (d, J=5.7 Hz, 1H), 8.26 (s, 1H), 7.96 (d, J=0.7 Hz, 1H), 7.92 (d, J=8.8 Hz, 1H), 7.63 (d, J=8.8 Hz, 1H), 7.18 (d, J=2.4 Hz, 1H), 6.61 (dd, J=5.7, 2.5 Hz, 1H), 3.89 (d, J=11.3 Hz, 2H), 3.84 (s, 3H), 3.32 (s, 2H), 2.70-2.64 (m, 1H), 2.59 (q, J=7.5 Hz, 2H), 1.73 (d, J=13.0 Hz, 2H), 1.64-1.62 (m, 2H), 1.12 (t, J=7.5 Hz, 3H); MS (ESI) m/z: 451.2 (M+H+).

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

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Kaufman, Michael D.; Patt, William C.; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Yates, Karen M.; US2014/275080; (2014); A1;,
Tetrahydropyran – Wikipedia
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1768-64-5, 4-Chlorotetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 8 Preparation of ethyl 1-(4-tetrahydropyranyl)eth-1-ene-2 -carboxylate 9.6 g (400 mmol) of magnesium turnings are covered with tetrahydrofuran, about 2 ml of bromomethane are added, and the mixture is warmed to reflux. 38.45 g (300 mmol) of 4-chlorotetrahydropyran, dissolved in 100 ml of tetrahydrofuran, are added dropwise. The mixture is subsequently stirred for a further 30 minutes and cooled to 10 C., 42.9 g (300 mmol) of ethyl 1-(dimethylamino)eth-1-ene-2-carboxylate are added dropwise, and the mixture is stirred for a further 12 hours. Customary work-up gives 31.4 g (60%) of ethyl 1-(4-tetrahydropyranyl)eth-1-ene-2-carboxylate of boiling point 120 to 140 C./10 mmHg.

1768-64-5, As the paragraph descriping shows that 1768-64-5 is playing an increasingly important role.

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.2081-44-9,Tetrahydro-2H-pyran-4-ol,as a common compound, the synthetic route is as follows.

EXAMPLE 14 1-[2,4-DICHLORO-5-(TETRAHYDRO-4H-PYRAN-4-YLOXY)PHENYL]-3-METHYL-4-DIFLUOROMETHYL-Delta2 -1,2,4-TRIAZOLIN-5-ONE To a chilled solution of 1.0 g (0.0098 mole) of tetrahydro-4H-pyran-4-ol in 10 mL of pyridine was added 1.91 g (0.01 mole) of 4-methylphenylsulfonyl chloride over 3-5 minutes. The reaction mixture was stirred at about -4 C. for 15 minutes, then was allowed to stand with cooling for 16 hours. The reaction mixture was mixed with ice-water, and the solid product, tetrahydro-4H-pyran-4-yl 4-methylphenylsulfonate, collected on a filter paper, wgt. 1.6 g, mp 56-57 C., 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; FMC Corporation; US4702763; (1987); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1194-16-7, 2,2-Dimethyltetrahydropyran-4-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: To a solution of 2 , 2-dimethyldlhydro-2if-pyran~4 (3H) -one (1.00 g, 7.80 mmol) in toluene (6 mL) was added lithium bis ftrimethylsilyl) amide (1 M in THF, 8.19 mL, 8.19 mmol) at 0 C. The mixture was stirred for 2 minutes followed by addition of ethyl 2-chloro-2-oxoacetate (1.06 g, 7.80 mmol). The mixture was stirred at 0 C for 5 minutes followed by addition of HOAc (0.64 mL) in H20 (8 mL) . The organic layer was separated, dried over Na2S04, filtered, and concentrated under reduced pressure. The residue was chromatographed over silica gel (0-40% EtOAc in hexanes) to give a yellow oil. The material was dissolved in EtOH (10 mL) . Methylhydrazine (0.103 mg, 2.23 mmol) was added. The solution was heated at 75 C for 1.5 h, cooled to ambient temperature and concentrated. The residue was chromatographed over silica gel (0-40% EtOAc in hexanes) to give ethyl 1 , 6 , 6-trimethyl-l , 4 , 6 , 7- tetrahydropyrano[4, 3-c]pyrazole-3-carboxylate as a thick oil (0.135 g, 38%): NMR (300 MHz, CDClj) 5 4.80 (s, 2H) , 4.32 (q, J = 7.1 Hz, 2H) , 4.14 (s, 3H), 2.63 (s, 2H) , 1.36 (t, J = 7.1 Hz, 3H) , 1.30 (s, 6H) ; MS (ESI+) /z 239 [ +H]*., 1194-16-7

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

Reference£º
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; PETRUKHIN, Konstantin; CIOFFI, Christopher; JOHNSON, Graham; DOBRI, Nicoleta; FREEMAN, Emily; CHEN, Ping; CONLON, Michael; ZHU, Lei; WO2014/152013; (2014); 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 PCC (10.35 g, 48 mmol)Tetrahydro-2H-pyran-3-ol (3.27 g, 32 mmol) was added to a solution of dichloromethane (100 mL).The reaction was stirred overnight at room temperature and partially concentrated.The residue was diluted with ethyl acetate (100 mL) and filtered over celite.The filtrate was concentrated under reduced pressure, and the resulting residue was purified by column chromatography on silica gel (PE/EtOAc (v/v) = 2/1).The title compound was obtained as a colorless oil (1.037 g, 32.4%).

19752-84-2, As the paragraph descriping shows that 19752-84-2 is playing an increasingly important role.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Wang Liang; Wang Tingjin; (104 pag.)CN104650049; (2018); B;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

873397-34-3,873397-34-3, Tetrahydro-2H-pyran-3-carboxylic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Triethylamine (5.36 g, 53.01 mmol), N-methoxy methylamine hydrochloride (1.8 g, 19.44 mmol) and HBTU (7.37g, 19.44mmol) were added in a solution of tetrahydropyran-3-carboxylic acid (2.3 g, 17.67 mmol) in DMF (25 mL), and the mixture was stirred overnight at room temperature. The reaction solution was diluted with water (100 mL) and extracted with ethyl acetate (50 mL * 5). The combined organic layers were washed with water (10 mL * 4) and saturated brine (20 mL), dried over anhydrous sodium sulfate, filtered and evaporated. The residue was purified by column chromatography to give the title compound as a colorless liquid (2.6 g, yield of 84.95percent). 1H NMR (400MHz, CHLOROFORM-d) delta = 4.05 – 3.91 (m, 2H), 3.73 (s, 3H), 3.55 – 3.37 (m, 2H), 3.18 (s, 3H), 3.02 (br d, J=11.5 Hz, 1H), 1.99 – 1.92 (m, 1H), 1.86 – 1.67 (m, 3H).

As the paragraph descriping shows that 873397-34-3 is playing an increasingly important role.

Reference£º
Patent; Chai Tai Tianqing Pharmaceutical Group Co., Ltd.; Medshine Discovery Inc.; LIU, Shilan; WANG, Dahai; LIANG, Guibai; HU, Guoping; LI, Jian; CHEN, Shuhui; (167 pag.)EP3418282; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

125995-03-1, Atorvastatin lactone is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The lactone (V) ( 100.0 g, 0.185 mol) was dissolved in THF (500 ml) and reacted with the suspension of calcium hydroxide ( 18.68 g, 0.185 mol) in water ( 100 ml) and stirred at 45 to 5O0C. After the reaction was over, ( 2 hrs ) the mixture was poured into water(1.0 It) and extracted twice with dichloromethane (3.0 It and 1.0 It each), the combined organic layer was washed with water( 250 ml), dried over sodium sulfate and distilled off completely to obtain a viscous residue. The residue was dissolved in methanol (500 ml), optionally treated with charcoal (5 .0 g), stirred for 30 min at 25 to 3O0C and the solution was successively filtered through hyflow and Whatman filter paper to remove the un-dissolved and suspended particles. The solvent was then distilled under vacuum as described in Example 5 to afford, after sieving through a tea filter funnel, white to off white amorphous Atorvastatin Calcium with a particle size in the range of d5o between 125 to 300 microns and d?io between 300 to 500 microns. Yield: 98.2 g (91.82%); Purity (HPLC): 99.58%; Assay (HPLC): 99.27 %; Calcium content: 3.52 %; Moisture content (by K. F):1.41 %; Residual solvents: Methanol < 0.2%, Dichloromethane <0.01%, THF <0.05%. 125995-03-1, 125995-03-1 Atorvastatin lactone 6483036, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; MOREPEN LABORATORIES LIMITED; WO2006/48893; (2006); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

344329-76-6, Tetrahydro-2H-pyran-4-carboxamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tetrahydro-2H-pyran-4-carbothioamide, cmpd. of formula 8 [R1=tetrahydropyran-4-yl] Tetrahydro-2H-pyran-4-carboxamide (2 g, 15.5 mmol) was suspended in dry THF (20 mL) and Lawesson’s reagent (3.13 g, 7.75 mmol) was added. After refluxing for 4 h the mixture was poured into a saturated NaHCO3 aqueous solution (200 mL) and then extracted with diethylether (4*100 mL). The organic layer was dried over Na2SO4 and evaporated to dryness, affording 1.2 g (54%) of the title compound. HPLC: Rt: min 2.79 1H NMR (401 MHz, DMSO-d6) delta ppm 9.37 (br. s., 1H), 9.08 (br. s., 1H), 3.87 (dd, J=4.0, 11.0 Hz, 2H), 3.37-3.23 (m, 2H), 2.78-2.67 (m, 1H), 1.75 (dq, J=4.5, 12.5 Hz, 2H), 1.63-1.52 (m, 2H) HRMS (ESI) calcd for C16H11NOS [M+H]+ 146.0634. found 146.0634.

344329-76-6, 344329-76-6 Tetrahydro-2H-pyran-4-carboxamide 13197203, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; Pulici, Maurizio; Traquandi, Gabriella; Marchionni, Chiara; Scolaro, Alessandra; Colombo, Nicoletta; US2013/324551; (2013); 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.693287-79-5,tert-Butyl 2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate,as a common compound, the synthetic route is as follows.,693287-79-5

Step 3: Intermediate 43-d [0232] To a solution of intermediate 43-c (32.4 g, 150 mmol) in MeOH (300 mL) was added 4N HCl in 1,4-dioxane (300 ml, 1200 mmol) and the reaction was stirred at room temperature for 5 hours. Diethyl ether was added and a precipitate formed which was collected by filtration to provide intermediate 43-d.HCl as a white solid.

As the paragraph descriping shows that 693287-79-5 is playing an increasingly important role.

Reference£º
Patent; Pharmascience, Inc.; Laurent, Alain; Rose, Yannick; Jaquith, James B.; US2015/191473; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

25637-16-5, 4-Bromotetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of magnesium (24.3 g, 1.00 mol) in THF (500 mL) was added three crystals of iodine followed by dropwise addition of neat 4-bromotetrahydro-2H-pyran (100g. 607 mmoL) through an additional funnel under N2, during which the inner temperature was controled under 45 C. The reaction mixture was continued stirring for 2 h at ambient temperature. The reaction mixture was cooled to – 30 C followed by dropwise addition of 3-fluoropicolinaldehyde (50.3 g, 402 mmoL) in THF (300 mL) through an additional funnel, during which the inner temperature was kept between -20 C to -30 C. After 1 h, the reaction mixture was filtered through a thin pad of celite. To the filtrate was added sat. aq. NH4C1 (100 mL) and the two layers were seperated. The organic phase was dried over anhydrous Na2SO4 and collected by filtration and washing with EtOAc(200m1). The filtrate was concentrated on a rotary evaporator. The crude compound was purified using a reverse phase chromatography eluting with 4050 % MeCN in H20 to afford the racemic compound (52 g, 61 % yield), which was separated by chiral prep SFC to give Enantiomer a, (3 -fluoropyridin-2-yl)(tetrahydro-2H-pyran-4-yl)methanol (Intermediate 1, 25.1 g, 29.6 % yield) and Enantiomer b, (3 -fluoropyridin-2-yl)(tetrahydro-2H-pyran-4-yl)methanol (Intermediate 2, 25.3 g, 29.7 %).Enantiomer a (Intermediate 1): LC-MS [M+H]= 212. Chiral Chromatography Report: RT = 12.25 mm(Column: Chiralpak AY-H(ADHOCE-VCOO1 0.46×25 cm; Mobil Phase: 90/10/0.1 Hexane/EtOH/DEA; Flow:1.0 mL/min). ?H NMR (400 MHz, DMSO-d6) 8.42 (dd, J = 3.20, 1.32 Hz, 1H), 7.66 (ddd, J = 9.8, 8.36, 1.12Hz, 1H), 7.35-7.42 (m, 1H), 5.23 (d, J = 6.52 Hz, 1 H), 4.52 (dd, J = 7.32, 7.28 Hz, 1H), 3.88 (dd, J = 11.4,2.92Hz, 1H), 3.75 (dd, J = 11.2, 3.02 Hz, 1H), 3.26 (dt, J = 12.0, 2.04 Hz, 1H), 3.17 (dt, J = 11.8, 2.24 Hz, 1H), 2.01-2.12 (m, 1H), 1.82 (dd, J= 13.3, 1.52 Hz, 1H), 1.24 -1.38 (m,1H), 1.12- 1.24 (m, 1H), 1.00 (dd, J 12.9, 1.34,1H).

25637-16-5, 25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; JACOBIO-BETA PHARMACEUTICALS CO., LTD.; JACOBIO-ALPHA PHARMACEUTICALS CO., LTD.; JACOBIO PHARMACEUTICALS CO., LTD.; FANG, Haiquan; ZHOU, Wenlai; HU, Shaojing; CHEN, Mingming; YANG, Guiqun; WANG, Yanping; DU, Yuelei; LI, Qinglong; WU, Tong; WU, Lingjun; LI, Haijun; LONG, Wei; (179 pag.)WO2019/80941; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics