1-苄基-1H-咪唑-5-羧酸甲酯合成路线 (共 10 条)
反应条件
lithium aluminium tetrahydride in tetrahydrofuran
参考文献
Soede-Huijbregts; Van Laren; Hulsbergen; Raap; Lugtenburg
Journal of Labelled Compounds and Radiopharmaceuticals, 2001 , vol. 44, # 12 p. 831 - 841
反应条件
di-tert-butylazodicarboxylate; triphenylphosphine in tetrahydrofuran
T=-30 - 0°C; Mitsunobu reaction; 2.5 h;
参考文献
Zolle, Ilse M.; Berger, Michael L.; Hammerschmidt, Friedrich; Hahner, Stefanie; Schirbel, Andreas; Peric-Simov, Biljana
Journal of Medicinal Chemistry, 2008 , vol. 51, # 7 p. 2244 - 2253
反应条件
1: With nitric acid; sodium nitrite in water
0.166667 h;
2: With sodium carbonate in water
Heating;
参考文献
Soede-Huijbregts; Van Laren; Hulsbergen; Raap; Lugtenburg
Journal of Labelled Compounds and Radiopharmaceuticals, 2001 , vol. 44, # 12 p. 831 - 841
反应条件
1.1: 88 percent / MeONa / toluene / 24 h
2.1: 83 percent / aq. HCl / methanol / 20 h / 20 °C
3.1: NaNO2; HNO3 / H2O / 0.17 h
3.2: 98 percent / Na2CO3 / H2O / Heating
View Scheme
参考文献
Soede-Huijbregts; Van Laren; Hulsbergen; Raap; Lugtenburg
Journal of Labelled Compounds and Radiopharmaceuticals, 2001 , vol. 44, # 12 p. 831 - 841
反应条件
1: hydrogen chloride / und Behandeln des Reaktionsprodukts mit Natriumformiat und Ameisensaeure und anschliessend mit Acetanhydrid
2: sodium methylate; benzene / Beim Behandeln des Reaktionsprodukts mit wss.-aethanol. HCl und anschliessend mit Kalium-thiocyanat
3: HNO3; NaNO2
View Scheme
参考文献
Jones
Journal of the American Chemical Society, 1949 , vol. 71, p. 644,645
反应条件
1.1: 92 percent / Ac2O / H2O / 1 h / 100 °C
2.1: 88 percent / MeONa / toluene / 24 h
3.1: 83 percent / aq. HCl / methanol / 20 h / 20 °C
4.1: NaNO2; HNO3 / H2O / 0.17 h
4.2: 98 percent / Na2CO3 / H2O / Heating
View Scheme
参考文献
Soede-Huijbregts; Van Laren; Hulsbergen; Raap; Lugtenburg
Journal of Labelled Compounds and Radiopharmaceuticals, 2001 , vol. 44, # 12 p. 831 - 841
反应条件
1.1: 92 percent / Et3N / tetrahydrofuran / 20 °C
2.1: 92 percent / Ac2O / H2O / 1 h / 100 °C
3.1: 88 percent / MeONa / toluene / 24 h
4.1: 83 percent / aq. HCl / methanol / 20 h / 20 °C
5.1: NaNO2; HNO3 / H2O / 0.17 h
5.2: 98 percent / Na2CO3 / H2O / Heating
View Scheme
参考文献
Soede-Huijbregts; Van Laren; Hulsbergen; Raap; Lugtenburg
Journal of Labelled Compounds and Radiopharmaceuticals, 2001 , vol. 44, # 12 p. 831 - 841
反应条件
sodium carbonate
T=60°C; Yield given;
参考文献
Belgodere; Bossio; Parrini; Pepino
Arzneimittel-Forschung/Drug Research, 1980 , vol. 30, # 7 p. 1051 - 1056
反应条件
sodium hydride in N,N-dimethyl-formamide
1.) -30 deg C, 30 min, 2.) room temperature, 90 min;
参考文献
Battersby; Nicoletti; Staunton; Vleggaar
Journal of the Chemical Society. Perkin transactions 1, 1980 , vol. 1, p. 43 - 51
反应条件
triethylamine in acetonitrile
10 h; Heating; Yield given. Yields of byproduct given;
参考文献
Belgodere; Bossio; Parrini; Pepino
Arzneimittel-Forschung/Drug Research, 1980 , vol. 30, # 7 p. 1051 - 1056