Analyzing the synthesis route of 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 26021-57-8, 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol.

Electric Literature of 26021-57-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 26021-57-8, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol. This compound has unique chemical properties. The synthetic route is as follows.

c1) (S)-(3-((3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)oxy)pyrrolidin-1-yl)(tetrahydro-2H-pyran-4-yl)methanone A stirred solution of 3,4-dihydro-2H-benzoxazin-6-ol (CAS registry 26021-57-8) (0.140 g, 0.926 mmol) in DMF (3 ml) was treated with sodium hydride (60% in mineral oil, 0.445 g, 1.111 mmol) at rt. After 10 min at rt, (R)-1-(tetrahydro-2H-pyran-4-carbonyl)pyrrolidin-3-yl methanesulfonate (0.283 g, 1.019 mmol) was added. The vial was capped and heated to 50 C. for 3 h. After this time, the reaction mixture was concentrated under reduced pressure. The residue was dissolved in EtOAc (50 ml), and water (50 ml) was added. The organic layer was washed with a saturated NaCl solution (20 ml), dried with MgSO4, filtered and concentrated under reduced pressure. The crude product was purified by flash chromatography on silica gel (DCM/methanol gradient) to provide the title compound as a grey amorphous solid. HPLC RtM10=2.07 min; ESIMS: 333 [(M+H)+]. 1H NMR (400 MHz, DMSO-d6): delta 6.55-6.50 (m, 1H), 6.15-6.11 (m, 1H), 6.07-6.00 (m, 1H), 5.77 (br s, 1H), 4.88-4.74 (m, 1H), 4.06-4.01 (m, 2H), 3.90-3.22 (m, 10H), 2.75-2.58 (m, 1H), 2.15-1.95 (m, 2H), 1.65-1.45 (m, 4H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 26021-57-8, 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol.

Reference:
Patent; NOVARTIS AG; CARAVATTI, Giorgio; CHAMOIN, Sylvie; FURET, Pascal; HOGENAUER, Klemens; HURTH, Konstanze; KALIS, Christoph; KAMMERTOENS, Karen; LEWIS, Ian; MOEBITZ, Henrik; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; WOLF, Romain; ZECRI, Frederic; US2013/165436; (2013); A1;,
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