5-溴-3-氟吡啶-2-羧醛合成路线 (共 9 条)
反应条件
hydrazine hydrate in ethylene glycol T=140°C; 23 h;
参考文献
Sato Pharmaceutical Co., Ltd.; NAGAI Keita; NAGASAWA Koh; TAKAHASHI Hirobumi; BABA Motoaki; FUJIOKA Shinichi; KONDOH Eri; TANAKA Kenichi; ITOH Yoshiki
Patent: EP2669270 A1, 2013 ;
Location in patent: Paragraph 0952-0953 ;
反应条件
lithium aluminium tetrahydride in diethyl ether
T=-78°C;
参考文献
Kuduk, Scott D.; DiPardo, Robert M.; Chang, Ronald K.; Di Marco, Christina N.; Murphy, Kathy L.; Ransom, Richard W.; Reiss, Duane R.; Tang, Cuyue; Prueksaritanont, Thomayant; Pettibone, Douglas J.; Bock, Mark G.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 13 p. 3608 - 3612
反应条件
1: With diisobutylaluminium hydride in dichloromethane; toluene
T=-78 - 0°C;
2: With hydrogenchloride in dichloromethane; water; toluene
T=-78°C;
参考文献
Sato Pharmaceutical Co., Ltd.; NAGAI Keita; NAGASAWA Koh; TAKAHASHI Hirobumi; BABA Motoaki; FUJIOKA Shinichi; KONDOH Eri; TANAKA Kenichi; ITOH Yoshiki
Patent: EP2669270 A1, 2013 ;
Location in patent: Paragraph 0950-0951 ;
反应条件
1: aq. HCl / 100 °C
2: EDCI; TEA / dimethylformamide
3: LiAlH4 / diethyl ether / -78 °C
View Scheme
参考文献
Kuduk, Scott D.; DiPardo, Robert M.; Chang, Ronald K.; Di Marco, Christina N.; Murphy, Kathy L.; Ransom, Richard W.; Reiss, Duane R.; Tang, Cuyue; Prueksaritanont, Thomayant; Pettibone, Douglas J.; Bock, Mark G.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 13 p. 3608 - 3612
反应条件
1: EDCI; TEA / dimethylformamide
2: LiAlH4 / diethyl ether / -78 °C
View Scheme
参考文献
Kuduk, Scott D.; DiPardo, Robert M.; Chang, Ronald K.; Di Marco, Christina N.; Murphy, Kathy L.; Ransom, Richard W.; Reiss, Duane R.; Tang, Cuyue; Prueksaritanont, Thomayant; Pettibone, Douglas J.; Bock, Mark G.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 13 p. 3608 - 3612
反应条件
1.1: NOBF4 / CH2Cl2
1.2: toluene / 100 °C
2.1: aq. HCl / 100 °C
3.1: EDCI; TEA / dimethylformamide
4.1: LiAlH4 / diethyl ether / -78 °C
View Scheme
参考文献
Kuduk, Scott D.; DiPardo, Robert M.; Chang, Ronald K.; Di Marco, Christina N.; Murphy, Kathy L.; Ransom, Richard W.; Reiss, Duane R.; Tang, Cuyue; Prueksaritanont, Thomayant; Pettibone, Douglas J.; Bock, Mark G.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 13 p. 3608 - 3612
反应条件
1.1: dimethylformamide / 120 °C
2.1: SnCl2 / methanol / 50 °C
3.1: NOBF4 / CH2Cl2
3.2: toluene / 100 °C
4.1: aq. HCl / 100 °C
5.1: EDCI; TEA / dimethylformamide
6.1: LiAlH4 / diethyl ether / -78 °C
View Scheme
参考文献
Kuduk, Scott D.; DiPardo, Robert M.; Chang, Ronald K.; Di Marco, Christina N.; Murphy, Kathy L.; Ransom, Richard W.; Reiss, Duane R.; Tang, Cuyue; Prueksaritanont, Thomayant; Pettibone, Douglas J.; Bock, Mark G.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 13 p. 3608 - 3612
反应条件
1.1: SnCl2 / methanol / 50 °C
2.1: NOBF4 / CH2Cl2
2.2: toluene / 100 °C
3.1: aq. HCl / 100 °C
4.1: EDCI; TEA / dimethylformamide
5.1: LiAlH4 / diethyl ether / -78 °C
View Scheme
参考文献
Kuduk, Scott D.; DiPardo, Robert M.; Chang, Ronald K.; Di Marco, Christina N.; Murphy, Kathy L.; Ransom, Richard W.; Reiss, Duane R.; Tang, Cuyue; Prueksaritanont, Thomayant; Pettibone, Douglas J.; Bock, Mark G.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 13 p. 3608 - 3612
反应条件
1.1: POBr3 / toluene / 80 °C
2.1: dimethylformamide / 120 °C
3.1: SnCl2 / methanol / 50 °C
4.1: NOBF4 / CH2Cl2
4.2: toluene / 100 °C
5.1: aq. HCl / 100 °C
6.1: EDCI; TEA / dimethylformamide
7.1: LiAlH4 / diethyl ether / -78 °C
View Scheme
参考文献
Kuduk, Scott D.; DiPardo, Robert M.; Chang, Ronald K.; Di Marco, Christina N.; Murphy, Kathy L.; Ransom, Richard W.; Reiss, Duane R.; Tang, Cuyue; Prueksaritanont, Thomayant; Pettibone, Douglas J.; Bock, Mark G.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 13 p. 3608 - 3612