Some tips on 344329-76-6

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

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 117 A mixture of Example B5 (66 mg, 0.508 mmol) in DCE (2 mL) was treated with oxalyl chloride (64 mg, 0.508 mmol), stirred at RT for 5 min, then warmed to 80¡ã C. for 45 min. The mixture was cooled to RT, added to a solution of DIEA (188 mg, 1.456 mmol) and Example A25 (100 mg, 0.339 mmol) in dioxane (4 mL) and stirred at RT for 3 h. The mixture was diluted with EtOAc, washed successively with satd. NaHCO3, 1N NaOH and brine, dried over Na2SO4, concentrated to dryness and purified via reverse-phase silica gel chromatography (MeCN/H2O with 0.1percent TFA). The pure fractions were partially evaporated under reduced pressure and the aqueous residue was neutralized with satd. NaHCO3 and extracted with EtOAc (3*). The combined organics were washed with brine, dried over Na2SO4 and concentrated to dryness to afford N-((4,6-dimethyl-5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)tetrahydro-2H-pyran-4-carboxamide (29 mg, 19percent) as a white solid. 1H NMR (400 MHz, DMSO-d6): delta 10.95 (s, 1H), 10.86 (s, 1H), 8.33 (d, J=5.7 Hz, 1H), 8.25 (s, 1H), 7.95 (s, 1H), 7.84 (s, 1H), 7.11 (d, J=2.4 Hz, 1H), 6.51 (dd, J=5.7, 2.5 Hz, 1H), 3.90-3.85 (m, 2H), 3.84 (s, 3H), 3.30-3.27 (m, 2H), 2.73-2.65 (m, 1H), 2.18 (s, 3H), 2.10 (s, 3H), 1.74-1.68 (m, 2H), 1.65-1.55 (m, 2H); MS (ESI) m/z: 451.2 (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; Kaufman, Michael D.; Patt, William C.; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Yates, Karen M.; US2014/275080; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 344329-76-6

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

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.

Tetrahydro-2/-/-pyran-4-carboxamide (2 g, 15.5 mmol) was suspended in dry THF (20 ml_) and Lawesson’s reagent (3.13 g, 7.75mmol) was added. After refluxing for 4 h the mixture was poured into a saturated NaHC03 aqueous solution (200 ml_) and then extracted with diethylether (4 x 100 ml_). The organic layer was dried over Na2S04 and evaporated to dryness, affording 1.2 g (54%) of the title compound.HPLC: Rt: min 2.791H NMR (401 MHz, DMSO-d6) delta ppm 9.37 (br. s., 1 H), 9.08 (br. s., 1 H), 3.87 (dd, J = 4.0, 11.0 Hz, 2 H), 3.37 -3.23 (m, 2 H), 2.78 – 2.67 (m, 1 H), 1.75 (dq, J = 4.5, 12.5 Hz, 2 H), 1.63 – 1.52 (m, 2 H)HRMS (ESI) calcd for Ci6HnNOS [M+H]+ 146.0634, found 146.0634.

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

Reference£º
Patent; NERVIANO MEDICAL SCIENCES S.r.l.; PULICI, Maurizio; TRAQUANDI, Gabriella; MARCHIONNI, Chiara; SCOLARO, Alessandra; COLOMBO, Nicoletta; WO2012/113774; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics