Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | cis-(Octahydro-quinolin-1-yl)-(5-piperidin-4-yl-thiophen-3-yl)-methanone | HCID 86646702 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68792870 | HCID 68792870 | 125.1% |
Reaction Steps
cis-(Octahydro-quinolin-1-yl)-(5-piperidin-4-yl-thiophen-3-yl)-methanone (0.029 g, 0.087 mmol) was dissolved MeCN (1 mL) and potassium carbonate (36 mmol) was added followed by 2-bromoethanol (22 mg). The reaction was heated to 60° C. and stirred for 5 hours. The product was purified by flash chromatography on a SCX-2 cartridge, eluting with acetonitrile and then 2 M ammonia in methanol. The residue was further purified by HPLC, eluting with 10%-98% acetonitrile in water (0.1% formic acid). The fractions containing the desired product were concentrated under vacuum to give the title compound (0.046 g). LCMS m/z 377.17 min [M+H]+ RT=6.45 min (Analytical Method 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08362008B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-1c2a930d77c34d2885844151ab70e097 |
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| Source note | uspto-grants-2013_01 |
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