Category: 177210-33-2

Reference of 177210-33-2, These common heterocyclic compound, 177210-33-2, name is 5-Hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A suspension of 11 (2.00 g, 12.1 mmol), benzyl bromide (1.6 mL,13.3 mmol) and K2CO3 (2.35 g, 17.0 mmol) in acetone (60 mL) wasstirred at reflux for3 h.Themixturewascooled toroomtemperature,filteredand the solventwasevaporated.The residuewasdissolved in THF/glacial acetic acid 9:1 (70 mL) and bromine (680 lL, 13.3 mmol)was added dropwise. The reaction was stirred at room temperaturefor 2 h. Then, 1% Na2S2O3 solution (200 mL) was added and the mixturewas kept at 0 C for 18 h. The suspension was filtered and thesolid was dissolved in EtOAc. After the solvent was evaporated, theresidue was purified by flash chromatography (cyclohexane/EtOAc4:1) to give 12 as yellowish solid (2.8 g, 70% yield). IR: 3316, 3132,3079, 2955, 2842, 1660, 1610, 1565, 1485, 1455, 1377, 1266, 1169,835 cm1. 1H NMR (360 MHz, CDCl3) d (ppm) 4.69 (s, 2H), 5.08 (s,2H), 6.55 (d, J = 8.9 Hz, 1H), 7.11 (d, J = 8.9 Hz, 1H), 7.36-7.42 (m,5H), 7.86 (s, 1H). 13C NMR (90 MHz, CDCl3) d (ppm) 67.42, 71.30,102.09, 107.07, 116.86, 126.26, 127.81, 128.27, 128.85, 135.42,140.91, 144.96, 163.48. HR-EIMS calcd. 333.0001; found: 333.001.HPLC: System1: tR = 20.9 min, purity: 96.4%

Statistics shows that 5-Hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one is playing an increasingly important role. we look forward to future research findings about 177210-33-2.

Reference:
Article; Weichert, Dietmar; Stanek, Markus; Huebner, Harald; Gmeiner, Peter; Bioorganic and Medicinal Chemistry; vol. 24; 12; (2016); p. 2641 – 2653;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

177210-33-2, name is 5-Hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C8H7NO3

[00327] A solution of 5-hydroxy-2H-benzo[b][l,4]oxazin-3(4H)-one (100 mg, 0.604 mmol) and K2C03 (167 mg, 1.21 mmol) in anhydrous DMF (5 mL) was stirred at 27 C for 5 minutes, then ethyl 2-bromoacetate (121 mg, 0.727 mmol) was added. The reaction mixture was stirred at 27 C for 16 h and concentrated. MS (ESf ) e/z: 238.0 [M+l]+.

The synthetic route of 177210-33-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; BORIACK-SJODIN, Paula, Ann; MUNCHHOF, Michael, John; WO2014/100734; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics