HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,5-Dimethylisoxazole-4-boronic acid → 1-({1-[4-(3,5-Dimethylisoxazol-4-yl)benzyl]-5-(quinolin-2-ylmethoxy)-1H-benzimidazol-2-yl}methyl)cyclopentanecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,5-Dimethylisoxazole-4-boronic acid | HCID 2734346 | — |
| Reactant | ethyl 1-((1-(4-bromobenzyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)methyl)cyclopentanecarboxylate | HCID 90414649 | — |
| Product | 1-({1-[4-(3,5-Dimethylisoxazol-4-yl)benzyl]-5-(quinolin-2-ylmethoxy)-1H-benzimidazol-2-yl}methyl)cyclopentanecarboxylic acid | HCID 86280844 | — |
Reaction Steps
The title compound was prepared using similar methods to those in Example 97 using ethyl 1-((1-(4-bromobenzyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)methyl)cyclopentanecarboxylate and 3,5-dimethylisoxazole-4-boronic acid in Step A. MS (ESI): mass calcd. for C36H34N4O4, 586.26; m/z found, 587.3 [M+H]+. 1H NMR (400 MHz, CDCl3) δ 8.22 (d, J=8.5, 1H), 8.11 (d, J=8.5, 1H), 7.84 (d, J=8.1, 1H), 7.78-7.75 (m, 1H), 7.74-7.70 (m, 1H), 7.59-7.54 (m, 1H), 7.37-7.35 (m, 1H), 7.23-7.19 (m, 3H), 7.12-7.10 (m, 1H), 7.10-7.05 (m, 2H), 5.43 (s, 2H), 5.38 (s, 2H), 3.11 (s, 2H), 2.36 (s, 3H), 2.35-2.27 (m, 2H), 2.23 (s, 3H), 1.74-1.67 (m, 2H), 1.60-1.47 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067917B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-13a38956f23e4d7b89ce7289d454dbc0 |
| Source note | uspto-grants-2015_06 |