5-氯-2,3-二氢苯并呋喃-3-胺合成路线 （共 8 条）
反应条件
1: With sodium hydrogencarbonate in water
Inert atmosphere;
2: With sodium hydroxide in water
pH=9; Inert atmosphere;
参考文献
PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O'DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani
Patent: WO2011/48525 A1, 2011 ;
Location in patent: Page/Page column 49 ;
WO 2011/048525 A1
反应条件
1: NH2OH*HCl, Na-acetate / aq. ethanol
2: Al/Hg / aq. ethanol / 48 h
View Scheme
参考文献
Turan-Zitouni, G.; Berge, G.; Noel-Artis, A. M.; Chevallet, P.; Fulcrand, P.; Castel, J.
Farmaco, Edizione Scientifica, 1988 , vol. 43, # 7-8 p. 643 - 656
反应条件
1.1: potassium carbonate / acetone / Reflux
2.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C
3.1: sodium tetrahydroborate; methanol / 4 h / 0 - 20 °C
4.1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0 - 20 °C
5.1: triphenylphosphine; water / tetrahydrofuran / 50 °C
5.2: 0.08 h / 20 °C
6.1: sodium hydrogencarbonate; sodium hydroxide / water / pH 9
View Scheme
参考文献
PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O'DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani
Patent: WO2011/48525 A1, 2011 ;
WO 2011/048525 A1
反应条件
1.1: sulfuric acid / 120 h / Reflux
2.1: potassium carbonate / acetone / Reflux
3.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C
4.1: sodium tetrahydroborate; methanol / 4 h / 0 - 20 °C
5.1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0 - 20 °C
6.1: triphenylphosphine; water / tetrahydrofuran / 50 °C
6.2: 0.08 h / 20 °C
7.1: sodium hydrogencarbonate; sodium hydroxide / water / pH 9
View Scheme
参考文献
PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O'DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani
Patent: WO2011/48525 A1, 2011 ;
WO 2011/048525 A1
反应条件
1.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C
2.1: sodium tetrahydroborate; methanol / 4 h / 0 - 20 °C
3.1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0 - 20 °C
4.1: triphenylphosphine; water / tetrahydrofuran / 50 °C
4.2: 0.08 h / 20 °C
5.1: sodium hydrogencarbonate; sodium hydroxide / water / pH 9
View Scheme
参考文献
PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O'DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani
Patent: WO2011/48525 A1, 2011 ;
WO 2011/048525 A1
反应条件
aluminum amalgam in ethanol
48 h; Yield given;
参考文献
Turan-Zitouni, G.; Berge, G.; Noel-Artis, A. M.; Chevallet, P.; Fulcrand, P.; Castel, J.
Farmaco, Edizione Scientifica, 1988 , vol. 43, # 7-8 p. 643 - 656
反应条件
1.1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0 - 20 °C
2.1: triphenylphosphine; water / tetrahydrofuran / 50 °C
2.2: 0.08 h / 20 °C
3.1: sodium hydrogencarbonate; sodium hydroxide / water / pH 9
View Scheme
参考文献
PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O'DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani
Patent: WO2011/48525 A1, 2011 ;
WO 2011/048525 A1
反应条件
1.1: triphenylphosphine; water / tetrahydrofuran / 50 °C
1.2: 0.08 h / 20 °C
2.1: sodium hydrogencarbonate; sodium hydroxide / water / pH 9
View Scheme
参考文献
PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O'DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani
Patent: WO2011/48525 A1, 2011 ;
WO 2011/048525 A1
