Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Iodo-2-methoxypyridine | HCID 15019795 | — |
| Reactant | (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid | HCID 54413593 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 53829171 | HCID 53829171 | 38% |
Reaction Steps
Prepared according to the method described in Example 21b) from (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid (0.150 g, Example 21a), 4-iodo-2-methoxypyridine (0.235 g, Liebigs Annalen der Chemie (1992) Issue 9, 953-9), ethanol (3 ml), 2M aqueous sodium carbonate (0.5 ml) and tetrakis(triphenylphosphine)palladium(0) (0.025 g) with heating at 90° C. for 4 hours. After work up, the residue was purified by normal-phase HPLC, eluting with a gradient of 0-25% ethanol in dichloromethane to give the title compound as an oil (0.069 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06143751 |
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| Source dataset | uspto-grants-2000_11 |
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| ORD ID | ord-cfe81aee9e234e3a826493e6bf47e74c |
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| Source note | uspto-grants-2000_11 |
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