Reaxys
PubChem
eMolecules
Reactions (13)
Yield
Substances (4)
Citations (6)
Conditions
References
1
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With lithium aluminium tetrahydride; sulfuric acid in tetrahydrofuran
Ambient temperature;
2
Rx-ID: 2793195 Find similar reactions
Glennon, Richard A.; Raghupathi, Reva; Bartyzel, Piotr; Teitler, Milt; Leonhardt, Sigrun
Journal of Medicinal Chemistry, 1992 , vol. 35, # 4 p. 734 - 740 Title/Abstract Full Text View citing articles Show Details
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Rx-ID: 9385448 Find similar reactions
With bromine in acetic acid
Acuna-Castillo, Claudio; Villalobos, Claudio; Moya, Pablo R; Saez, Patricio; Cassels, Bruce K; Huidobro-Toro, J Pablo
British journal of pharmacology, 2002 , vol. 136, # 4 p. 510 - 519 Title/Abstract Full Text View citing articles Show Details
With bromine; acetic acid
Xu, Ya-Zhu; Chen, Chinpiao
Journal of Labelled Compounds and Radiopharmaceuticals, 2006 , vol. 49, # 13 p. 1187 - 1200 Title/Abstract Full Text View citing articles Show Details
3
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Multi-step reaction with 2 steps 1: ammonium acetate / 1.) reflux, 6 h, 2.) RT, 16 h 2: LiAlH4, H2SO4 / tetrahydrofuran / Ambient temperature View Scheme
Rx-ID: 20987727 Find similar reactions
Glennon, Richard A.; Raghupathi, Reva; Bartyzel, Piotr; Teitler, Milt; Leonhardt, Sigrun
Journal of Medicinal Chemistry, 1992 , vol. 35, # 4 p. 734 - 740 Title/Abstract Full Text View citing articles Show Details
4
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5
With bromine; acetic acid
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Rx-ID: 11289584 Find similar reactions
Xu, Ya-Zhu; Chen, Chinpiao
Journal of Labelled Compounds and Radiopharmaceuticals, 2006 , vol. 49, # 13 p. 1187 - 1200 Title/Abstract Full Text View citing articles Show Details
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6
Multi-step reaction with 7 steps 1.1: N-bromosuccinmide / chloroform; N,N-dimethyl-formamide / 70 °C 2.1: copper(l) iodide; ethyl acetate / N,N-dimethyl-formamide; methanol / 48 h / 80 °C / |Sealed tube; |Inert atmosphere 3.1: titanium tetrachloride / dichloromethane / 17 h / -5 - 4 °C / |Inert atmosphere 4.1: ammonium acetate / 2 h / 70 °C 5.1: sodium tetrahydroborate; ethanol / ethyl acetate / 1 h / 22 °C 6.1: hydrogen; palladium 10 on activated carbon / methanol / 4 h 6.2: pH 3 7.1: bromine / acetic acid / 16.5 h / 22 °C 7.2: pH 4 View Scheme
Rx-ID: 38014761 Find similar reactions
Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge
Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 5 p. 378 - 387 Title/Abstract Full Text View citing articles Show Details
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7
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Multi-step reaction with 8 steps 1.1: sodium hydroxide / water / 0.5 h / |Inert atmosphere 1.2: 1 h / 0 - 50 °C / |Inert atmosphere 2.1: N-bromosuccinmide / chloroform; N,N-dimethyl-formamide / 70 °C 3.1: copper(l) iodide; ethyl acetate / N,N-dimethyl-formamide; methanol / 48 h / 80 °C / |Sealed tube; |Inert atmosphere 4.1: titanium tetrachloride / dichloromethane / 17 h / -5 - 4 °C / |Inert atmosphere 5.1: ammonium acetate / 2 h / 70 °C 6.1: sodium tetrahydroborate; ethanol / ethyl acetate / 1 h / 22 °C 7.1: hydrogen; palladium 10 on activated carbon / methanol / 4 h 7.2: pH 3 8.1: bromine / acetic acid / 16.5 h / 22 °C 8.2: pH 4 View Scheme
Rx-ID: 38014782 Find similar reactions
Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge
Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 5 p. 378 - 387 Title/Abstract Full Text View citing articles Show Details
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8
Multi-step reaction with 6 steps 1.1: copper(l) iodide; ethyl acetate / N,N-dimethyl-formamide; methanol / 48 h / 80 °C / |Sealed tube; |Inert atmosphere 2.1: titanium tetrachloride / dichloromethane / 17 h / -5 - 4 °C / |Inert atmosphere 3.1: ammonium acetate / 2 h / 70 °C 4.1: sodium tetrahydroborate; ethanol / ethyl acetate / 1 h / 22 °C 5.1: hydrogen; palladium 10 on activated carbon / methanol / 4 h 5.2: pH 3 6.1: bromine / acetic acid / 16.5 h / 22 °C 6.2: pH 4 View Scheme
Rx-ID: 38014792 Find similar reactions
Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge
Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 5 p. 378 - 387 Title/Abstract Full Text View citing articles Show Details
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9
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Multi-step reaction with 5 steps 1.1: titanium tetrachloride / dichloromethane / 17 h / -5 - 4 °C / |Inert atmosphere 2.1: ammonium acetate / 2 h / 70 °C 3.1: sodium tetrahydroborate; ethanol / ethyl acetate / 1 h / 22 °C 4.1: hydrogen; palladium 10 on activated carbon / methanol / 4 h 4.2: pH 3 5.1: bromine / acetic acid / 16.5 h / 22 °C 5.2: pH 4 View Scheme
Rx-ID: 38014829 Find similar reactions
Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge
Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 5 p. 378 - 387 Title/Abstract Full Text View citing articles Show Details
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Rx-ID: 38014834 Find similar reactions
Multi-step reaction with 4 steps 1.1: ammonium acetate / 2 h / 70 °C 2.1: sodium tetrahydroborate; ethanol / ethyl acetate / 1 h / 22 °C 3.1: hydrogen; palladium 10 on activated carbon / methanol / 4 h 3.2: pH 3 4.1: bromine / acetic acid / 16.5 h / 22 °C 4.2: pH 4 View Scheme
Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge
Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 5 p. 378 - 387 Title/Abstract Full Text View citing articles Show Details
10
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Multi-step reaction with 3 steps 1.1: sodium tetrahydroborate; ethanol / ethyl acetate / 1 h / 22 °C 2.1: hydrogen; palladium 10 on activated carbon / methanol / 4 h 2.2: pH 3 3.1: bromine / acetic acid / 16.5 h / 22 °C 3.2: pH 4 View Scheme
Rx-ID: 38014841 Find similar reactions
Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge
Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 5 p. 378 - 387 Title/Abstract Full Text View citing articles Show Details
11
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12
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Multi-step reaction with 2 steps 1.1: hydrogen; palladium 10 on activated carbon / methanol / 4 h 1.2: pH 3 2.1: bromine / acetic acid / 16.5 h / 22 °C 2.2: pH 4 View Scheme
Rx-ID: 38014844 Find similar reactions
Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge
Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 5 p. 378 - 387 Title/Abstract Full Text View citing articles Show Details
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Stage #1: With bromine in acetic acid
T=22°C; 16.5 h; Stage #2: With hydrogenchloride in diethyl ether; isopropyl alcohol
pH=4;
Rx-ID: 38014846 Find similar reactions
Karlsen, Morten; Liu, Huiling; Berg, Thomas; Johansen, Jon Eigill; Hoff, Bard Helge
Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 5 p. 378 - 387 Title/Abstract Full Text View citing articles Show Details
13
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Rx-ID: 3952265 Find similar reactions
1.4 g
With bromine in acetic acid
Ambient temperature;
Glennon; Dukat; El-Bermawy; Law; De los Angeles; Teitler; King; HerrickDavis
Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1929 - 1935 Title/Abstract Full Text View citing articles Show Details
2.00 g
With bromine in acetic acid
T=20°C; 0.0833333 h;
Montgomery; Buon; Eibauer; Guiry; Keenan; McBean
British Journal of Pharmacology, 2007 , vol. 152, # 7 p. 1121 - 1130 Title/Abstract Full Text View citing articles Show Details