2-氨基-4-甲基吡啶合成路线 (共 193 条)
反应条件
1: sodium nitrite; aqueous tetrafluoroboric acid / Diazotization
2: KMnO4; H2O
4: methanol; liquid NH3
View Scheme
参考文献
Roe et al.
Journal of the American Chemical Society, 1949 , vol. 71, p. 4152
反应条件
1: 2)HBr / 1) acetone, reflux, 3 h, 2) methanol, reflux, 60 min
2: H2 / Raney Ni / ethanol / 760 Torr
View Scheme
参考文献
Sundberg; Dahlhausen; Manikumar; Mavunkel; Biswas; Srinivasan; King Jr.; Waid
Journal of Heterocyclic Chemistry, 1988 , vol. 25, # 1 p. 129 - 137
参考文献
Valdes-Martinez, Jesus; Hernandez-Ortega, Simon; Hermetet, Anne K.; Ackerman, Lily J.; Presto, Carmina A.; Swearingen, John K.; Kelman, Diantha R.; Goldberg, Karen I.; Kaminsky, Werner; West, Douglas X.
Journal of Chemical Crystallography, 2002 , vol. 32, # 11 p. 431 - 438
反应条件
1.1: 70 percent / bromine; acetic acid / 3 h / 50 °C
2.1: sodium nitrite; concd. hydrochloric acid / 1 h / -20 °C
2.2: 48 percent / aq. sodium hydroxide / 0 - 5 °C / pH 11
3.1: 47 percent / N-bromosuccinimide; benzoyl peroxide / CCl4 / Heating
View Scheme
参考文献
Cheng, Jie; Xu, Liang; Stevens, Edwin D.; Trudell, Mark L.; Izenwasser, Sari; Wade, Dean
Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 4 p. 569 - 574
反应条件
1: 1.) NaNO2, 2.) 48percent aq. HBF4
2: 36 percent / KMnO4 / H2O / 15 h / Heating
3: 93 percent / thionyl chloride / 25 h / Heating
View Scheme
参考文献
Al Jammaz; Al-Otaibi; Okarvi; Amartey
Journal of Labelled Compounds and Radiopharmaceuticals, 2011 , vol. 54, # 6 p. 312 - 317
反应条件
1: 78 percent / pyridine
2: PCl5 / 1 h / 100 °C
3: sodium azide, sodium acetate / H2O; acetone / 12 h
4: 73 percent / 1,2,3,4-tetrahydro-naphthalene / 1 h / Heating
View Scheme
参考文献
Rao, P. Jayaprasad; Reddy, K. Kondal
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1983 , vol. 22, p. 117 - 120
反应条件
1.1: acetic acid / Reflux
1.2: pH 9
2.1: potassium permanganate / water / 60 °C
3.1: boron trifluoride diethyl etherate / ethanol / Reflux
View Scheme
参考文献
ASCEPION PHARMACEUTICALS, INC.; JIANG, Shan; GAO, Xiaoyong; WANG, Qishan
Patent: WO2012/28106 A1, 2012 ;
WO 2012/028106 A1
反应条件
in xylene
2 h; Heatingreactions of arylamines with var. cyanates between var. conditions; Product distribution;
参考文献
Ocura, Haruo; Mineo, Satoshi; Nakagawa, Kunio
Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 6 p. 1518 - 1524
反应条件
1: bromine
2: nitric acid; sulfuric acid
3: chloro-trimethyl-silane; sodium nitrite
5: sodium methylate; ammonium chloride / copper(l) iodide / tetrahydrofuran
6: hydrogen / 1 wt Pd/C / ethyl acetate
7: trichlorophosphate
8: 4-Me-2-pentanol
View Scheme
参考文献
BRISTOL-MYERS SQUIBB COMPANY; TRIPP, Jonathan Clive; FANFAIR, Dayne Dustan; SCHULTZ, Mitchell J.; MURUGESAN, Saravanababu; FOX, Richard J.; CHEN, Chung-Pin H.; IVY, Sabrina E.; PAYACK, Joseph Francis; DOUBLEDAY, Wendel W.
Patent: WO2012/106189 A1, 2012 ;
反应条件
in ethanol
0.166667 h;
参考文献
Mitchell, James A.; Reid, David H.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , p. 499 - 507