Application of 1119280-68-0 , The common heterocyclic compound, 1119280-68-0, name is 2-Chlorothieno[3,2-d]pyrimidine, molecular formula is C6H3ClN2S, 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.
2-Methoxythieno[3,2-i/]pyrimidine (17).; To a solution of 16 (146 mg, 0.86 mmol) in MeOH (20 mL) was added NaOMe (130 mg, 2.41 mmol). The solution was heated at reflux for 37 h. An additional 1.4 equiv of NaOMe (65.0 mg) was added after 24 h (Note: The reaction was complete in 7 h with comparable yields when 4.2 equiv of NaOMe were added at the start of the reaction). The reaction mixture was cooled to room temperature, quenched with 1 N aq. HC1 (2.0 mL), and extracted with DCM (4 x 10 mL). The combined organic layers were washed with H20 (10 mL), dried (MgS04), and concentrated under reduced pressure to provide 17 (125 mg, 88%) as an off-white solid: Mp 167.0-168.5 C (DCM); IR (ATR, neat) 3071, 3025, 2917, 1558, 1528, 1478, 1379, 1295, 1249, 1031, 796, 677 cm”1; 1H NMR (DMSO- 6, 300 MHz) delta 9.30 (d, 1 H, J= 0.6 Hz), 8.45 (d, 1 H, J= 5.4 Hz), 7.47 (dd, 1 H, J= 5.4, 0.7 Hz), 3.96 (s, 3 H); 13C NMR (DMSO-d6, 75 MHz) delta 163.4, 162.4, 154.8, 139.9, 124.8, 122.9, 54.6; MS (EI) m/z 166 (M+, 29), 84 (100); HRMS (EI) m/z calcd for C7H6N2OS 166.0201, found 166.0201.
The synthetic route of 1119280-68-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; UNIVERSITY OF PITTSBURGH – OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; WIPF, Peter; WANG, Qiming, Jan; WO2012/78859; (2012); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia