Patent ID: 11939336
Assignee: INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION
Field: Chemical engineering (Chemistry)
Classification: CPC C  B | IPC B  C

Claim 16:
17. A method of synthesizing the aryl-triazole bicyclic macrocycle of Formula (I) according to claim 1,, the method comprising a first sequence of step-wise reactions, a second sequence of step-wise reactions, a third sequence of step wise reactions, or a fourth sequence of step-wise reactions,
wherein the first sequence of step-wise reactions comprises Reaction 1, Reaction 2, Reaction 3, and Reaction 4,
wherein the second sequence of step-wise reactions comprises Reaction 5, Reaction 3, and Reaction 4,
wherein the third sequence of step-wise reactions comprises Reaction 1, Reaction 2, and Reaction 6,
wherein the fourth sequence of step-wise reactions comprises Reaction 5 and Reaction 6,
wherein Reaction 1 comprises contacting two equivalents of dipropargyl amine with one equivalent of diazido-benzene 1, (diazido-benzene 1),
to form intermediate 1, (intermediate 1),
wherein the Reaction 2 comprises contacting intermediate 1 with diazido-benzene 2, (diazido-benzene 2)
to form MC1-1, (MC1-1),
wherein Reaction 3 comprises contacting one equivalent of MC1-1 with two equivalents of propargyl bromide to form MC2-1, (MC2-1);
wherein Reaction 4 comprises contacting MC2-1 with diazido-benzene 3, (diazido-benzene 3);
to form the aryl-triazole bicyclic macrocycle of Formulas (I);
wherein Reaction 5 comprises contacting one equivalent of diazido-benzene 1 with one equivalent of diazido-benzene 2 and two equivalents of dipropargyl amine to form MC1-1; and
wherein Reaction 6 comprises contacting MC1-1 with triad-1, (triad 1)
to form the aryl-triazole bicyclic macrocycle of Formulas (I).