HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Chloromethyl)-6-fluoroquinoline → 3-{1-(4-Bromobenzyl)-5-[(6-fluoroquinolin-2-yl)methoxy]-1H-benzimidazol-2-yl}-2,2-dimethylpropanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Chloromethyl)-6-fluoroquinoline | HCID 11241007 | — |
| Reactant | ethyl 3-(1-(4-bromobenzyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)-2,2-dimethylpropanoate | HCID 90415263 | — |
| Product | 3-{1-(4-Bromobenzyl)-5-[(6-fluoroquinolin-2-yl)methoxy]-1H-benzimidazol-2-yl}-2,2-dimethylpropanoic acid | HCID 86281394 | — |
Reaction Steps
The title compound was prepared with similar methods to those for ethyl 3-(1-(4-bromobenzyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)-2,2-dimethylpropanoate using 2-(chloromethyl)-6-fluoroquinoline and similar methods described in Example 26. MS (ESI): mass calcd. for C29H25BrFN3O3, 561.11; m/z found, 562.0 [M+H]+. (500 MHz, CD3OD) δ 8.35 (d, J=8.6, 1H), 8.13-8.04 (m, 1H), 7.74 (d, J=8.6, 1H), 7.67-7.57 (m, 2H), 7.55-7.43 (m, 3H), 7.35 (d, J=2.2, 1H), 7.26 (dd, J=9.1, 2.4, 1H), 7.12 (d, J=8.5, 2H), 5.73 (s, 2H), 5.45 (s, 2H), 3.42 (s, 2H), 1.38 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067917B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-9fe6de4b3217430698ddc6e537587493 |
| Source note | uspto-grants-2015_06 |