Réaction #65830

ord-7847c01625e040a0b1c90b096b774219

Équation de réaction

CCN(C(C)C)C(C)C
diisopropylethylamine
COC1(c2cccc(OCc3ccc4c(ccc(=O)n4C)c3)c2)CCNC1
3-methoxy-3-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]pyrrolidine
C#CCBr
2-propynyl bromide
→
C#CCN1CCC(OC)(c2cccc(OCc3ccc4c(ccc(=O)n4C)c3)c2)C1
3-methoxy-3-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]-1-(prop-2-ynyl)pyrrolidine
Rendement 21.0%

Réactifs

CCN(C(C)C)C(C)C
diisopropylethylamine
COC1(c2cccc(OCc3ccc4c(ccc(=O)n4C)c3)c2)CCNC1
3-methoxy-3-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]pyrrolidine
C#CCBr
2-propynyl bromide

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Using an analogous procedure to that described in Example 3 except that diisopropylethylamine was used in place of potassium carbonate, 3-methoxy-3-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]pyrrolidine was reacted with 2-propynyl bromide to give 3-methoxy-3-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]-1-(prop-2-ynyl)pyrrolidine as a gum in 21% yield.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05420298uspto-grants-1995_05