Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 67442198 | HCID 67442198 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67442449 | HCID 67442449 | — |
Reaction Steps
A solution of EXAMPLE 9B (272 mg, 0.45 mmol) in dichloromethane (10 mL) was treated with trifluoroacetic acid (1 mL) at ambient temperature for 1 hour. Acetonitrile (10 mL) was added and the solution was concentrated on a rotary evaporator. The residue was purified by HPLC (Zorbax C-18, 0-100% gradient of acetonitrile in water containing 0.1% trifluoroacetic acid) to yield the title compound. MS (ESI) m/z 500 (M+H)+; 1H NMR (300 MHz, CD3OD) δ 1.49-1.66 (m, 2H), 2.01-2.16 (m, 2H), 2.26-2.37 (m, 1H), 2.93-3.05 (m, 2H), 3.10 (d, J=7.12 Hz, 2H), 3.39 (d, J=12.54 Hz, 2H), 7.41 (dd, J=8.14, 4.75 Hz, 1H), 7.55-7.61 (m, 2H), 7.64-7.72 (m, 1H), 8.18-8.24 (m, 3H), 8.24-8.27 (m, 1H), 8.33 (dd, J=7.97, 1.53 Hz, 1H), 8.39 (s, 1H), 8.45 (dd, J=4.92, 1.53 Hz, 1H), 8.47-8.52 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08383623B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-4d31a21a508142d6b66ecd12a700c06e |
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| Source note | uspto-grants-2013_02 |
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