Category: 344329-76-6

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.

2-ethyl-3-iodopyrazolo[1,5-a]pyridine 2.0 g (7.36mmol), tetrahydro-2H-pyrane-4-carboxamide 1.43 g (11.1mmol, 1.5eq), cuprous iodide (1.47mmol, 0.2eq) 0.28 g, 2,2-dimethyl-1,3-propanediamine (0.6eq) 0.452 g, potassium triphosphate (K3 PO4 ¡¤NH2 O) and 20 ml of xylene(10vol) under a nitrogen atmosphere (14.7mmol, 2.0eq) 3.39 g, 125 degrees temperature in heated, stirred for 18 hours. In the slowly cooled to a temperature of 95, 95 degrees 30 minutes after stirring, the temperature is slowly cooled within the 55 degree. 20 ml water (10vol) is added, the heating is stopped and gradual cooling to room temperature. In addition to the water temperature is sufficiently lowered from 6 ml of concentrated ammonia (3vol) ([35 degrees), for about 1 hour with stirring. The resulting suspension was filtered, washed with 12 ml of water (6vol), the resulting solid was returned to the reaction vessel, 12 ml of water, concentrated ammonia water added was stirred 0.5 hour to about 2 ml (1vol). The resulting suspension was filtered again, the resulting solid was 10 ml water (5vol), followed by 6 ml of ethyl acetate was washed (3vol). The filtration product was dried under reduced pressure, 1.56 g of the subject compound is a white solid, 78percent yield was obtained.

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; Eisai R & D Management Co., Ltd.; Hoshino, Takehisa; Sato, Keizo; Shimomura, Naoyuki; (7 pag.)JP2017/100995; (2017); A;,
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

Example 5 A solution of Example B5 (0.095 g, 0.737 mmol) in DCE (3 mL) was treated with oxalyl chloride (0.129 mL, 1.474 mmol) and heated at 80¡ã C. for 3 h. The mixture was cooled to RT, concentrated to dryness, treated with a solution of Example A2 (0.09 g, 0.368 mmol) and TEA (0.205 mL, 1.474 mmol) in THF (4 mL) and stirred at RT for 0.5 h. The mixture was treated with satd. NaHCO3, extracted with EtOAc (2*) and the combined organics were washed with brine, dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (MeOH/DCM). The material was suspended in MeCN/H2O, frozen and lyophilized to afford N-((5-((2-acetamidopyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)tetrahydro-2H-pyran-4-carboxamide (77 mg, 52percent) as a white solid. 1H NMR (400 MHz, DMSO-d6): delta 11.05 (s, 1H), 10.88 (s, 1H), 10.56 (s, 1H), 8.24 (d, J=2.9 Hz, 1H), 8.18 (d, J=5.7 Hz, 1H), 8.07 (d, J=9.0 Hz, 1H), 7.72 (dd, J=9.0, 2.9 Hz, 1H), 7.64 (d, J=2.4 Hz, 1H), 6.68 (dd, J=5.7, 2.4 Hz, 1H), 3.87 (m, 2H), 3.29-3.25 (m, 2H), 2.72-2.64 (m, 1H), 2.02 (s, 3H), 1.71 (m, 2H), 1.66-1.54 (m, 2H); MS (ESI) m/z: 400.2 (M+H+)., 344329-76-6

The synthetic route of 344329-76-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Kaufman, Michael D.; Patt, William C.; Ahn, YuMi; US2014/275016; (2014); A1;,
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

d) Tetrahydropyran-4-carbonitrile can be prepared as follows: Slowly add 10 cm3 of thionyl chloride to 3 g of tetrahydropyran-4-carboxamide cooled on an ice bath. Heat the mixture at 80 C. for two hours, then concentrate under vacuum. Take up the residue in 20 cm3 of water and adjust the pH of the solution to pH 7 with potassium hydroxide. Extract the aqueous phase with ethyl acetate (4*50 cm3). The combined organic phases are washed with water (2*50 cm3), dried over magnesium sulphate, and then concentrated under vacuum to obtain 2.47 g of tetrahydropyran-4-carbonitrile., 344329-76-6

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

Reference£º
Patent; sanofi-aventis; US2009/253679; (2009); A1;,
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

Compound 67 (3 g, 23.23 mmol) , Lawson’s reagent (4.7 g, 11.61 mmol) was added to a round bottom flask containing 50 mL of anhydrous tetrahydrofuran, protected with nitrogen, and stirred at 60 for 14 h. LCMS monitoring, after the reaction was completed, quenched with saturated sodium bicarbonate solution (100 mL) , extracted with EtOAc (200 mL ¡Á 2) , and the combined extracts were washed with saturated aqueous sodium chloride (50 mL) , dried with anhydrous Na 2SO 4, concentrated under reduced pressure, and then purified by column chromatography (eluent: dichloromethane/methanol, 10/1, v/v) , obtained 2 g of a white soild, yield: 59.3%. 1HNMR (400 MHz, DMSO-d 6) : delta ppm 1.55-1.59 (m, 2H) , 1.70-1.81 (m, 2H) , 2.68-2.76 (m, 1H) , 3.30-3.34 (m, 2H) , 3.86-3.90 (m, 2H) , 9.10 (s, 1H) , 9.40 (s, 1H) . LCMS: Rt = 1.01 min, MS Calcd.: 145.2, MS Found: 145.9 [M+H], 344329-76-6

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

Reference£º
Patent; ZHUHAI YUFAN BIOTECHNOLOGIES CO., LTD; LIAO, Xuebin; (208 pag.)WO2019/206049; (2019); A1;,
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.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
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

Three-neck flask equipped with mechanical stirrer, thermometer, dropping funnel, 250ml of water was added to the flask, stirring was added 4-cyano-tetrahydropyran 111.14g (1mole), cooled to 0 ~ 5 ¡ã C, was added at a concentration of 10 minutes 13.8percent sodium hydroxide solution, a total of 290 g (1 mole), temperature controlled at 0 ~ 10 ¡ã C, after each addition incubated for 15 to 20 minutes, all the alkali was added, stirred for 1 to 3 hours, the reaction was complete by gas detecting material, controlling the temperature of 0 ~ 5 ¡ã C, was slowly added to a concentration of 10percent sodium hypochlorite solution 1116.6g (1.5mole), plus Bi, 0 ~ 5 ¡ã C for 1 hour, heated at reflux temperature for 2 hours to complete the reaction intermediate vapor detection, water cooling to 10 ~ 40 ¡ã C, with 500ml dichloromethane and 50ml methanol solvent mixture and extracted 3 times, the combined extracts were recovered by distillation of methylene chloride, methylene chloride was distilled off to make, distillation to give 4-amino-tetrahydropyran 75.3 g, with a purity of 99.1percent, a yield of 73.7percent.

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; Qingdao Frontierchem Co.,Ltd; Wang, yuchen; Liu, guihong; Li, XIAOYAO; Liu, Guo Chao; (5 pag.)CN102993144; (2016); B;,
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.

Example 51 A suspension of Example B5 (0.596 g, 4.61 mmol) in dioxane (15 mL) was treated with oxalyl chloride (0.820 mL, 9.69 mmol), stirred at RT for 10 min, then heated at 80¡ã C. for 4 h. The mixture was concentrated to dryness, treated with Example A9 (0.200 g, 0.732 mmol), pyridine (0.125 mL, 1.481 mmol) and THF (5 mL) and stirred at RT overnight. The mixture was concentrated to dryness and purified via reverse-phase chromatography (MeCN/H2O with 0.1percent TFA). The organics were removed under reduced pressure and the aqueous residue was treated with satd. NaHCO3, extracted with EtOAc (4*) and the combined organics were dried over Na2SO4 and concentrated to dryness to afford N-((5-((2-(3,3-dimethylureido)pyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)tetrahydro-2H-pyran-4-carboxamide (45 mg, 14percent). 1H NMR (400 MHz, DMSO-d6): delta 11.05 (s, 1H), 10.88 (br s, 1H), 8.91 (s, 1H), 8.23 (d, J=2.9 Hz, 1H), 8.11 (d, J=5.7 Hz, 1H), 8.07 (d, J=9.0 Hz, 1H), 7.71 (dd, J=9.0, 2.9 Hz, 1H), 7.38 (d, J=2.4 Hz, 1H), 6.60 (dd, J=5.7, 2.4 Hz, 1H), 3.90-3.85 (m, 2H), 3.30-3.25 (m, 2H), 2.87 (s, 6H), 2.69-2.64 (m, 1H), 1.74-1.68 (m, 2H), 1.66-1.55 (m, 2H); MS (ESI) m/z: 429.2 (M+H+).

344329-76-6, The synthetic route of 344329-76-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Kaufman, Michael D.; Patt, William C.; Ahn, YuMi; US2014/275016; (2014); A1;,
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

Example 32 A solution of Example B5 (113 mg, 0.871 mmol) in DCE (3 mL) was treated with oxalyl chloride (111 mg, 0.871 mmol), heated at 80¡ã C. for 45 min, cooled to RT, treated with a solution of DIEA (323 mg, 2.497 mmol) and Example A10 (150 mg, 0.581 mmol) in dioxane (4.50 mL) and stirred at RT for 3 h. The mixture was treated with EtOAc, washed successively with satd. NaHCO3, 1N NaOH, then brine, dried over Na2SO4, concentrated to dryness and purified via reverse-phase chromatography (MeCN/H2O with 0.1percent TFA). The organics were removed under reduced pressure and the aqueous residue was treated with satd. NaHCO3, extracted with EtOAc (3*) and the combined organics were washed with brine, dried over Na2SO4 and concentrated to dryness to afford N-((5-((2-propionamidopyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)tetrahydro-2H-pyran-4-carboxamide (35 mg, 13percent). 1H NMR (400 MHz, DMSO-d6): delta 11.06 (s, 1H), 10.88 (s, 1H), 10.50 (s, 1H), 8.25 (d, J=2.9 Hz, 1H), 8.18 (d, J=5.7 Hz, 1H), 8.08 (d, J=9.0 Hz, 1H), 7.73 (dd, J=9.0, 2.9 Hz, 1H), 7.65 (d, J=2.4 Hz, 1H), 6.70 (dd, J=5.7, 2.4 Hz, 1H), 3.88 (d, J=11.3 Hz, 2H), 2.69-2.66 (m, 1H), 2.49 (m, 2H), 2.33 (q, J=7.5 Hz, 2H), 1.72 (d, J=13.1 Hz, 2H), 1.62-1.60 (m, 2H), 0.99 (t, J=7.5 Hz, 3H); MS (ESI) m/z: 414.2 (M+H+).

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; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Kaufman, Michael D.; Patt, William C.; Ahn, YuMi; US2014/275016; (2014); 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.

General procedure: A mixture of bromo-ketone (0.6 g,2.9 mmol), amide (0.55 g, 3.6 mmol, 1.25 equiv), and silver triflate (0.9 g,3.6 mmol, 1.25 equiv) in ethyl acetate (4 mL) was heated to 50?70 ¡ãC. After thereaction was deemed complete by HPLC analysis, the mixture was cooled to 20 ¡ãC and diluted with ethyl acetate (3 mL). A solution of sat?d NaCl (3?4 mL)was added and the mixture stirred at 20 ¡ãC for at least 4 h. The silver salts (AgBr and AgCl) are removed by filtration and the resulting biphasic solution transferred to a separatory funnel and the layers separated. The organic layer isthen washed with water (4 mL), 5percent NaHCO3 (4 mL), 1 N HCl (4 mL), and water(4 mL). The organic layer is concentrated to dryness and the residue purified by flash column chromatography (5percent EtOAc/hexanes) to obtain pure oxazole product., 344329-76-6

The synthetic route of 344329-76-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Bailey, Jessica L.; Sudini, Ravinder R.; Tetrahedron Letters; vol. 55; 27; (2014); p. 3674 – 3677;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics