Multi-step reaction with 7 steps
1: 1.) 95percent isobutyl chloroformate, N-methylmorpholine, 2.) N-methylmorpholine / 1.) CH2Cl2, -15 deg C, 10 min, 2.) CH2Cl2, DMF, -15 deg C, 15 min; r.t., overnight
2: HCl / tetrahydrofuran
3: 1.) 95percent isobutyl chloroformate, N-methylmorpholine, 2.) N-methylmorpholine / 1.) CH2Cl2, -15 deg C, 10 min, 2.) CH2Cl2, DMF, -15 deg C, 15 min; r.t., overnight
4: HCl / tetrahydrofuran
5: 1.) 95percent isobutyl chloroformate, N-methylmorpholine, 2.) N-methylmorpholine / 1.) CH2Cl2, -15 deg C, 10 min, 2.) CH2Cl2, DMF, -15 deg C, 15 min; r.t., overnight
6: 94 percent / I2 / methanol
7: 2.) 97percent N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / 1.) r.t., overnight, 2.) DMF, r.t., 17 h
With
4-methyl-morpholine; hydrogenchloride; iodine; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; isobutyl chloroformate;
In
tetrahydrofuran; methanol;
DOI:10.1002/ardp.19933261208