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US 2024/0174698 A1Published application
Modular synthesis of 1,2-azaborines via ring-opening bn-isostere benzannulation
AssigneeThe University of Chicago
InventorsGuangbin Dong, Hairong Lyu, Zhijie Chen, Yifei Wu, Shinyoung Choi
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Abstract
The present disclosure relates generally to 1,2-azaborines and methods of making the same.
Claims20
A compound having the structure
- or a pharmaceutically-acceptable salt thereof, or a solvate thereof, wherein
- R1 is a carbon-linked substituent having no more than 40 non-H atoms;
- R2 is a carbon-linked substituent having no more than 40 non-H atoms;
- R3 is H or a substituent having no more than 40 non-H atoms, and
- L3 is selected from the group consisting of a bond, —C(O)—, —S—, —S(O)2—, —O—, —NR7—, —C(O)NR7—, —NR7C(O)—, —C(S)NR7—, —NRIC(S)—, —O(O)0—, —OC(O)—, —C(O)S—, —SC(O)—, —C(S)O—, —OC(S)—, —C(S)S—, —SC(S)—, —S(O)1-2O—, —OS(O)1-2—, —S(O)12NR7— and —NR7S(O)12—, or
- -L3-R3 is halo, nitro, or cyano;
- R4 is H or a substituent having no more than 40 non-H atoms, and
- L4 is selected from the group consisting of a bond, —C(O)—, —S—, —S(O)1-2—, —O—, —NR7—, —C(O)NR7—, —NR7C(O)—, —C(S)NR—, —NFR7C(S)—, —O(O)0—, —OC(O)—, —O(O)S—, —SC(O)—, —C(S)O—, —OC(S)—, —C(S)S—, —SC(S)—, —S(O)1-2O—, —OS(O)1-2—, —S(O))2NR7— and —NR7S(O)1-2—, or
- -L4-R4 is halo, nitro, or cyano;
- R6 is H or a substituent having no more than 40 non-H atoms, and
- L6 is selected from the group consisting of a bond, —C(O)—, —S—, —S(O)1-2—, —O—, —NR7—, —C(O)NR7—, —NR7C(O)—, —C(S)NR7—, —NR7C(S)—, —C(O)O—, —OC(O)—, —C(O)S—, —SC(O)—, —C(S)O—, —OC(S)—, —C(S)S—, —SC(S)—, —S(O)1-2O—, —OS(O)1-2—, —S(O)12NR7— and —NR7S(O)1-2—, or
- -L3-R3 is halo, nitro, or cyano;
- wherein
- each R6 is independently selected from the group consisting of hydrogen, C1-C3 alkyl and —C(O)(C1-C3 alkyl).
11 more elements
An N-substituted 1-cyclopropyl imine having the structure
- wherein R1 is a carbon-linked substituent having no more than 40 non-H atoms;
- R3 is H or a substituent having no more than 40 non-H atoms, and
- L3 is selected from the group consisting of a bond, —C(O)—, —S—, —S(O)1-2—, —O—, —NR7—, —C(O)NR7—, —NR7C(O)—, —C(S)NR7—, —NR7C(S)—, —C(O)O—, —OC(O)—, —C(O)S—, —SC(O)—, —C(S)O—, —OC(S)—, —C(S)S—, —SC(S)—, —S(O)12O—, —OS(O)1-2—, —S(O)12NR7— and —NR7S(O)1-2—, or
- -L3-R3 is halo, nitro, or cyano;
- R4 is H or a substituent having no more than 40 non-H atoms, and
- L4 is selected from the group consisting of a bond, —C(O)—, —S—, —S(O)1-2—, —O—, —NR7—, —C(O)NR7—, —NR7C(O)—, —C(S)NR7—, —NR7C(S)—, —C(O)O—, —OC(O)—, —C(O)S—, —SC(O)—, —C(S)O—, —OC(S)—, —C(S)S—, —SC(S)—, —S(O)1-2O—, —OS(O)1-2, —S(O)12NR7— and —NR'S(O)1-r, or
- -L4-R4 is halo, nitro, or cyano;
- R6 is H or a substituent having no more than 40 non-H atoms, and
- L6 is selected from the group consisting of a bond, —C(O)—, —S—, —S(O)1-2, —O—, —NR7—, —C(O)NR7—, —NR7C(O)—, —C(S)NR7—, —NR7C(S)—, —C(O)O—, —OC(O)—, —C(O)S—, —SC(O)—, —C(S)O—, —OC(S)—, —C(S)S—, —SC(S)—, —S(O)1-2O—, —OS(O)1-2, —S(O)1-2NR7— and —NR7S(O)1-2, or
- -L6-R6 is halo, nitro, or cyano;
- wherein
- each R6 is independently selected from the group consisting of hydrogen, C1-C3 alkyl and —C(O)(C1-C3 alkyl).
9 more elements
Dependencies are inferred from the claim text.