Some common heterocyclic compound, 142-26-7, name is N-Acetylethanolamine, molecular formula is C4H9NO2, 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. 142-26-7
To a solution of 3-((4-carbamoyl-2,6-difluorophenoxy)methyl)-4-chlorobenzo[ib]thiophene-2- carboxylic acid 69 (150 mg, 0.38 mmol) in DMF (8 ml.) was added N-( 2- hydroxyethyl)acetamide (78 mg, 0.76 mmol), EDCI -HCI (146 mg, 0.76 mmol) and DMAP (10 mg, 0.076 mmol) and the mixture was stirred at room temperature for 4 h. Water (150 ml.) was added and the mixture was extracted with EtOAc (100 ml. x 3). The combined organic extracts were washed with water (3 x 150 ml_), brine, dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography (DCM/MeOH = 1 :0 to 100:1 ) to give the title compound (60 mg, 73%) as a white solid. LCMS-C: rt 2.22 min; m/z 482.9 [M+H]+, 504.9 [M+Na]+. 1H NMR (400 MHz, DMSO-de) d 8.14 (dd, J = 7.9, 1.2 Hz, 1 H), 8.06 – 8.00 (m, 2H), 7.66 – 7.53 (m, 5H), 6.13 (s, 2H), 4.22 (t, J = 5.6 Hz, 2H), 3.35 (t, J = 5.6 Hz, 2H), 1.80 (s, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 142-26-7, its application will become more common.
Reference:
Patent; CTXT PTY LIMITED; MORROW, Benjamin, Joseph; CAMERINO, Michelle, Ang; WALKER, Scott, Raymond; STEVENSON, Graeme, Irvine; STUPPLE, Paul, Anthony; (266 pag.)WO2019/219820; (2019); A1;,
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