Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3R)-3-ethynyl-1-azabicyclo[2.2.2]octan-3-ol | HCID 946095 | — |
| Reactant | HCID 18182304 | HCID 18182304 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21350220 | HCID 21350220 | 47.3% |
Reaction Steps
A mixture of 50.9 mg of 4-benzyl-2-(2-furylmethoxy)-5-bromopyrimidine, 26.8 mg of (3R)-3-ethynyl-3-quinuclidinol, 8.5 mg of tetrakis(triphenylphosphine)palladium(0), 0.3 mg of cuprous iodide, 61.5 μl of triethylamine and 1 ml of N,N-dimethylformamide was stirred at 90° C. for 4 hours in a nitrogen atmosphere. NH-silica gel was added to the reaction solution and the solvent was removed. The residue was subjected to NH-silica gel column chromatography using 3% methanol/ethyl acetate, to give 29.0 mg of the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06599917B1 |
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| Source dataset | uspto-grants-2003_07 |
|---|
| ORD ID | ord-5279b1e2e0c14e249bdeb8ae8aea0b0e |
|---|
| Source note | uspto-grants-2003_07 |
|---|
