1-苄基-4-(1,2,3,4-四氢-2-氧代-3-喹唑啉yl)哌啶合成路线 （共 14 条）
反应条件
hydrogen; Pd/C in ethanol T=60°C; P=1500.15 Torr;
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH and CO. KG
Patent: WO2005/77931 A2, 2005 ;
Location in patent: Page/Page column 12-13 ;
WO 2005/077931 A2
反应条件
diisopropylamine in tetrahydrofuran; N,N-dimethyl-formamide
T=20 - 85°C;
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; WELLENZOHN, Bernd
Patent: WO2013/83741 A1, 2013 ;
Location in patent: Page/Page column 65 ;
反应条件
1: 4-piperidin-1-ylmethyl-phenylamine; 2-nitro-benzaldehyde in methanol
T=10 - 20°C; 1 h;
2: With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; water in methanol
T=10 - 20°C; pH=1 - 9; 1 h;
3: 1,1'-carbonyldiimidazole With hydrogen; nickel
more than 3 stages;
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH and CO. KG
Patent: WO2005/77931 A2, 2005 ;
Location in patent: Page/Page column 10-12 ;
WO 2005/077931 A2
反应条件
TEA in acetonitrile
4 h; Ambient temperature;
参考文献
Takai; Obase; Nakamizo; Teranishi; Kubo; Shuto; Kasuya; Shigenobu; Hashikami; Karashima
Chemical and Pharmaceutical Bulletin, 1985 , vol. 33, # 3 p. 1116 - 1128
反应条件
in DMF (N,N-dimethyl-formamide)
T=20 - 35°C;
参考文献
Boehringer Ingelheim International GambH
Patent: US2005/192230 A1, 2005 ;
Location in patent: Page/Page column 4-5 ;
反应条件
1: 1) TEA; 2) NaBH4 / 1) room temp., 1 h; 2) room temp. 2h
2: 46.4 percent / hydrogen / 10percent Pd-C / H2O / Ambient temperature
3: 54.5 percent / TEA / acetonitrile / 4 h / Ambient temperature
View Scheme
参考文献
Takai; Obase; Nakamizo; Teranishi; Kubo; Shuto; Kasuya; Shigenobu; Hashikami; Karashima
Chemical and Pharmaceutical Bulletin, 1985 , vol. 33, # 3 p. 1116 - 1128
反应条件
1: 46.4 percent / hydrogen / 10percent Pd-C / H2O / Ambient temperature
2: 54.5 percent / TEA / acetonitrile / 4 h / Ambient temperature
View Scheme
参考文献
Takai; Obase; Nakamizo; Teranishi; Kubo; Shuto; Kasuya; Shigenobu; Hashikami; Karashima
Chemical and Pharmaceutical Bulletin, 1985 , vol. 33, # 3 p. 1116 - 1128
反应条件
1: 1) TEA; 2) NaBH4 / 1) room temp., 1 h; 2) room temp. 2h
2: 46.4 percent / hydrogen / 10percent Pd-C / H2O / Ambient temperature
3: 54.5 percent / TEA / acetonitrile / 4 h / Ambient temperature
View Scheme
参考文献
Takai; Obase; Nakamizo; Teranishi; Kubo; Shuto; Kasuya; Shigenobu; Hashikami; Karashima
Chemical and Pharmaceutical Bulletin, 1985 , vol. 33, # 3 p. 1116 - 1128
反应条件
1: SnCl2·2H2O / ethanol / 0.25 h / |Reflux
2: diisopropylamine / tetrahydrofuran; N,N-dimethyl-formamide / 20 - 85 °C
View Scheme
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; WELLENZOHN, Bernd
Patent: WO2013/83741 A1, 2013 ;
反应条件
1.1: methanol / 1.5 h / 20 °C / |Inert atmosphere; |Large scale
1.2: 2 h / 0 - 20 °C / |Large scale
2.1: SnCl2·2H2O / ethanol / 0.25 h / |Reflux
3.1: diisopropylamine / tetrahydrofuran; N,N-dimethyl-formamide / 20 - 85 °C
View Scheme
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; WELLENZOHN, Bernd
Patent: WO2013/83741 A1, 2013 ;
