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US 11,377,424 B1Granted
Cyclooctynes for click chemistry
AssigneeMassachusetts Institute of Technology
InventorsRonald T. Raines, Brian Gold, Jesús M. Dones, Nile S. Abularrage, Brian James Graham
Life of this patent
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Abstract
Provided herein are dibenzocyclooctyne compounds useful as reagents in 1,3-dipolar cycloaddition reactions, and methods for their preparation.
Claims8
A compound of formula (I):
- or a pharmaceutically acceptable salt thereof,
- wherein:
- R1 and R2 are, independently for each occurrence, F, Cl, Br, I, OTf, B(OH)2, CN, NHR5, NHS(O)2R5, OR5, OS(O)2R5, SR5, —CF3, —C(O)OC1-6 alkyl, —C(O)N(C1-6 alkyl)2, —C(O)R5, S(O)2R5, NO2, —C1-6 alkyl, —C1-6 alkenyl, or 5- to 10-membered heteroaryl substituted with 1, 2, 3, 4, or 5 R6 groups, optionally wherein the alkyl and alkenyl are substituted with one or more R5 groups;
- R3 and R4 are, independently for each occurrence, H or —C1-6 alkyl;
- R5 is selected from H, —C1-6-alkyl, —CF3, —C(O)OC1-6 alkyl, or —C(O)N(C1-6 alkyl)2;
- R6 is selected from H, F, Cl, Br, I, OTf, CN, NH2, OR5, SR5, —CF3;
- —C(O)R5, —C(O)OC1-6 alkyl, NO2, or —C1-6 alkyl;
- n is 0, 1, or 2;
- p is 0, 1, or 2;
- X1 is N or CH;
- and
- X2 is N+ or C;
- provided that when X1 is N, X2 is C;
- or when X1 is CH, X2 is N+.
11 more elements
Dependencies are inferred from the claim text.