HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 21906677, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Allyl Alcohol | HCID 7858 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 21906711 | HCID 21906711 | — |
| Catalyst | Tetrabutylammonium Chloride | HCID 70681 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21906677 | HCID 21906677 | 36.1% |
Reaction Steps
A mixture of N-(1-adamantylmethyl)-5-iodo-2-chloronicotinamide (Example 3(i)) (2.15 g), allyl alcohol (0.58 g), palladium (II) acetate (0.015 g), sodium bicarbonate (1.05 g) and tetra-butyl ammonium chloride (1.39 g) were stirred together in anhydrous N,N-dimethylformamide (20 ml) for 20 hours. The reaction mixture was poured into water (100 ml) and extracted into ethyl acetate (3×25 ml). The combined extracts were dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by chromatography on silica gel eluting with ethyl acetate:iso-hexane (1:1) to afford the sub-titled compound (0.65 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129246B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-cbbb5374e8ec4ff385e1032a33f9a7a9 |
| Source note | uspto-grants-2006_10 |