Multi-step reaction with 10 steps
1: NaOMe / methanol; CH2Cl2 / 4 h / 20 °C
2: pyridine / CH2Cl2 / 18 h / 20 °C
3: 96 percent / 10percent aq. CF3COOH / CHCl3 / 6 h / 20 °C
4: 82 percent / pyridine / CH2Cl2 / 24 h / 20 °C
5: 86 percent / conc. H2SO4 / CH2Cl2 / 2 h / 20 °C
6: 99 percent / AcBr / methanol; CH2Cl2 / 2 h / 20 °C
7: 65 percent / AgOTf, collidine / CH2Cl2 / 1 h / -30 - 20 °C
8: 91 percent / aq. (NH2)2CS / acetonitrile / 40 h / 20 °C
9: 84 percent / collidine / CH2Cl2 / 2 h / 20 °C
10: 1.) NH3, 2.) pyridine / 1.) MeOH, CH2Cl2, 20 deg C, 18 h, 2.) 20 deg C, 18 h
With
pyridine; 2,3,5-trimethyl-pyridine; Acetyl bromide; sulfuric acid; ammonia; sodium methylate; silver trifluoromethanesulfonate; thiourea; trifluoroacetic acid;
In
methanol; dichloromethane; chloroform; acetonitrile;
DOI:10.1002/chem.19970030818