Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Propanone, 1-benzo[b]thien-3-yl-3-chloro- | HCID 11031517 | — |
| Reactant | Z-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene | HCID 59686818 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Hydrochloric Acid | HCID 313 | — |
| Product | 1-Benzo[b]thiophen-3-yl-3-(9-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-en-7-yl)-propan-1-one | HCID 69233296 | — |
Reaction Steps
Z-(1S,6S)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene (50 mg, 0.189 mmol), 1-benzo[b]thiophen-3-yl-3-chloro-propan-1-one (50 mg, 0.22 mmol) and DiPEA (0.1 mL, 0.57 mmol) were placed in a μW tube with NMP (2 ml), and heated to 160° C. for 900 sec. The solvent was evaporated to yield a crude oil, which was purified via reverse phase chromatography (20% CH3CN to 90% CH3CN in water) to yield a residue which was then treated with 1N HCl in diethyl ether. The solvent was then evaporated under reduced pressure to yield the title compound as its corresponding HCl salt, as a residue.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08530475B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-a1f0d3f3e75042718c6d800ec61a4950 |
|---|
| Source note | uspto-grants-2013_09 |
|---|
