220247-82-5Relevant academic research and scientific papers
The kulinkovich reaction in the synthesis of constrained N,N-dialkyl neurotransmitter analogues
Faler, Catherine A.,Joullie, Madeleine M.
, p. 1987 - 1990 (2007)
An intermolecular Ti(IV)-mediated cyclopropanation reaction has been used to synthesize substituted 2-phenylcyclopropylamines and constrained analogues of the neurotransmitters histamine and tryptamine. Many hydroxy- and methoxy-substituted phenylcyclopropylamines are known to inhibit monoamine oxidase and have been shown to mimic hallucinogens. These compounds were made in 1 to 5 steps from readily available starting materials.
Method for preparing cyclopropylamines
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, (2008/06/13)
PCT No. PCT/EP97/06100 Sec. 371 Date May 6, 1999 Sec. 102(e) Date May 6, 1999 PCT Filed Nov. 5, 1997 PCT Pub. No. WO98/22425 PCT Pub. Date May 28, 1998The present invention relates to a process for preparing cyclopropylamines of the formula wherein R1, R2, R3, R4, and R5 have specified meanings, by reacting (1) a carboxamide of the formula wherein R1, R2, and R3 have specified meanings, with (2) an olefin of the formula wherein R4, R5, and R6 have specified meanings, (3) alkylmagnesium halides or zinc alkyl compounds of the formulaR8-X(VIII),wherein R8 has a specified meaning and X represents MgCl, MgBr, Mgl, ZnCl, ZnBr, Znl, or ZnR8, and (4) orthometallates of the formula (IX) wherein R9 has a specified meaning, Y represents Ti, Zr, or V=O, and Z represents chlorine, bromine, or C1-C4-alkyl, with the provisos that when is Y os Ti or Zr, then is 3 or 4 and r are zero or 1 and the sum q+r=4, and that when Y is V=O, then q represents 3 and r represents zero.
