D-19050
Chemical Name: 2-Amino-3-[(prop-1-en-3-yl)oxycarbonylamino]-6-(4-fluorobenzylamino)pyridine hydrochloride; Prop-1-en-3-yl [N-[2-amino-6-(4-fluorobenzylamino)pyridin-3-yl]]carbamate hydrochloride; 2-Amino-6-[(4-fluorophenylmethyl)amino]-3-pyridylcarbamic acid (prop-1-en-3-yl)ester hydrochloride; 2-Amino-6-(4-Fluorobenzylamino)-3-(2-propenyloxycarbonylamino)pyridine hydrochloride; N-[2-Amino-6-(4-fluorobenzylamino)pyridin-3-yl]carbamic acid 2-propenyl ester hydrochloride
CAS No. 149690-78-8
项目整合开发状态: Preclinical
项目研究机构: Asta Medica (Originator)
合成路线:D-19050 can be obtained in a 5-step synthesis starting from 2,6-dichloropyridine (I):Compound (I) is nitrated with HNO3/H2SO4 yielding 2,6-dichloro-3-nitropyridine (II).Subsequent reaction with ammonia and 4-fluorobenzylamine leads to 2-amino-3-nitro-6-(4-fluorobenzylamino)pyridine (IV),which is hydrogenated using Raney Nickel as catalyst to the corresponding 3-amino derivative (V).This is not isolated,but reacted with (prop-1-en-3-yl)chloroformate to give D-19050.
📌 参考资料/链接:
参考文献标题:D-19050
文献作者:Engel,J.; Emig,P.; Szelenyi,I.; Nickel,B.; Weischer,K.H.
参考来源:Drugs Fut 1989,14(6),511