3,5-二氯吡啶-4-甲醛合成路线 (共 13 条)
反应条件
n-butyllithium; diisopropylamine in tetrahydrofuran; N-methyl-acetamide
参考文献
SS Pharmaceutical Co., Ltd.
Patent: US5935977 A1, 1999 ;
US 5935977 A
反应条件
1: 3,5-dichloro-pyridine With lithium diisopropyl amide in tetrahydrofuran T=-78°C; 2: N,N-dimethyl-formamide in tetrahydrofuran 3: in tetrahydrofuran Acidic conditions;
参考文献
WO2006/81072 A1, ;
Page/Page column 17 ;
WO 2006/081072 A1
反应条件
1: 3,5-dichloro-pyridine With lithium diisopropyl amide in tetrahydrofuran T=-78°C; 0.5 h; 2: formic acid methyl ester in tetrahydrofuran T=-78°C; 1.4 h; Further stages.;
参考文献
Stewart; Bhatia; McCarty; Patel; Staeger; Arendsen; Gunawardana; Melcher; Zhu; Boyd; Fry; Cool; Kiflie; Lartey; Marsh; Kempf-Grote; Kilgannon; Wisdom; Meyer; Gallatin; Okasinskit
Journal of Medicinal Chemistry, 2001 , vol. 44, # 6 p. 988 - 1002
反应条件
diisopropylamine in tetrahydrofuran
参考文献
US6303613 B1, ;
US 6303613 B1
反应条件
n-butyllithium; sodium hydrogencarbonate in tetrahydrofuran; hexane; ethyl acetate; acetone
反应条件
lithium diisopropyl amide T=-78°C;
参考文献
Ito, Yoshikatsu; Kunimoto, Kazuhiko; Miyachi, Shigehiro; Kako, Takeshi
Tetrahedron Letters, 1991 , vol. 32, # 32 p. 4007 - 4010
反应条件
lithium diisopropyl amide 1.) THF, -78 deg C, 20 min, 2.) THF, RT, overnight; Yield given. Multistep reaction;
参考文献
Heterocycles, , vol. 41, # 4 p. 675 - 688
反应条件
1: K2CO3 / dimethylformamide / 4 h / 0 - 20 °C 2: 432 mg / K2CO3 / dimethylformamide / 2.5 h / 20 - 70 °C 3: 95 percent / NH3 / methanol / 18 h / 45 °C View Scheme
参考文献
Stewart; Bhatia; McCarty; Patel; Staeger; Arendsen; Gunawardana; Melcher; Zhu; Boyd; Fry; Cool; Kiflie; Lartey; Marsh; Kempf-Grote; Kilgannon; Wisdom; Meyer; Gallatin; Okasinskit
Journal of Medicinal Chemistry, 2001 , vol. 44, # 6 p. 988 - 1002
反应条件
1: K2CO3 / dimethylformamide / 1.5 h / 0 - 20 °C 2: K2CO3 / dimethylformamide / 2 h / 60 °C 3: 93 percent / aq. LiOH / propan-2-ol / 1 h / 75 °C 4: oxalyl chloride; DMF / CH2Cl2 / 0.5 h / 20 °C 5: aq. NH3 / tetrahydrofuran / 0.5 h / 20 °C View Scheme
参考文献
Stewart; Bhatia; McCarty; Patel; Staeger; Arendsen; Gunawardana; Melcher; Zhu; Boyd; Fry; Cool; Kiflie; Lartey; Marsh; Kempf-Grote; Kilgannon; Wisdom; Meyer; Gallatin; Okasinskit
Journal of Medicinal Chemistry, 2001 , vol. 44, # 6 p. 988 - 1002
反应条件
caesium carbonate in N,N-dimethyl-formamide T=20°C; 3 h;
参考文献
AMGEN INC.
Patent: WO2009/11871 A2, 2009 ;
Location in patent: Page/Page column 130-131 ;
WO 2009/011871 A2