With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.164148-92-9,tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.
To a solution of 1 ,1-dimethylethyl 6-amino-3,4-dihydro-2(1 H)-isoquinolinecarboxylate (9.5 g, 38.3 mmol.) in THF (350 ml_) under nitrogen and cooled to 00C were added sodium hydrogenocarbonate (8 g, 95.6 mmol.) and after 2 to 3 minutes of stirring, drop-wise, a solution of chloroacetyl chloride (6.1 ml, 76.5 mmol.) in THF (10 ml_). The mixture was stirred at O0C for 10 minutes then heated up to room temperature and stirred for 2.5 hours. The mixture was poured into an aqueous saturated solution of sodium hydrogenocarbonate and ethyl acetate (500ml) was added. The organic layer was washed three times with aqueous saturated solution of sodium hydrogenocarbonate then dried on sodium sulphate, filtered and evaporated to dryness to give the title compound as yellow oil which crystallised slowly (14.09 g, quantitative yield).1H NMR (400 MHz, DMSO, ppm) delta: 10.2 (bs, 1 H), 7.44 (bs, 1 H), 7.36 (bd, 1 H), 7.12 (d, 1 H), 4.45 (m, 2H), 4.23 (s, 2H), 3.54 (t, 2H), 2.75 (t, 2H), 1.43 (s, 9H).
164148-92-9, As the paragraph descriping shows that 164148-92-9 is playing an increasingly important role.
Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/104524; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem