HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methoxyethanol → HCID 11949888, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methoxyethanol | HCID 8019 | — |
| Reactant | 5-Bromo-6-chloropyridine-3-carboxylic acid | HCID 285433 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | cis-2-Aminomethyl-1-cyclohexanol | HCID 12483365 | — |
| Product | HCID 11949888 | HCID 11949888 | — |
Reaction Steps
The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, 2-methoxyethanol, (4-fluoro-phenyl)-boronic acid and cis-2-aminomethyl-1-cyclohexanol as starting materials to yield racemic cis-5-(4-fluoro-phenyl)-N-(2-hydroxy-cyclohexylmethyl)-6-(2-methoxy-ethoxy)-nicotinamide. Separation with heptane/ethanol on ChiralpakAD® yielded the (−)-enantiomer, MS (ISP) 403.4 (M+H)+, αD20: −17.1° in MeOH.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07229999B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-e8d94177ab68453c956eace3c9566650 |
| Source note | uspto-grants-2007_06 |