HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 178445789, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Reactant | HCID 178445721 | HCID 178445721 | — |
| Product | HCID 178445789 | HCID 178445789 | — |
Reaction Steps
6-bromo-2-hydroxyquinoline was treated with cis-4-tert-butylcyclohexanol under Mitsunobu conditions, affording 6-bromo-2-((trans)-4-tert-butylcyclohexyloxy)quinoline. 6-bromo-2-((trans)-4-tert-butylcyclohexyloxy)quinoline was then exposed to n-butyllithium and DMF, providing 6-formyl-2-((trans)-4-tert-butylcyclohexyloxy)quinoline. This aldehyde was then treated with 3-aminopropionic acid and sodium cyanoborohydride to afford the title compound, 3-((2-((trans)-4-tert-butylcyclohexyloxy)quinolin-6-yl)methylamino)propanoic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09186367B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-de4a74d4191f420da360f1e213e86da7 |
| Source note | uspto-grants-2015_11 |