Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | HCID 18512211 | HCID 18512211 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18512140 | HCID 18512140 | — |
Reaction Steps
The product from Example 72D in anhydrous THF (1 mL) was treated with 2.0 M dimethylamine (1.0 mL, 1.97 mmoles) in THF and heated to 70° C. overnight. Reaction mixture concentrated under reduced pressure and the residue was purified by preparative HPLC (CH3CN:0.1% trifluoroacetic acid in H2O) on a YMC ODS Guardpak column to provide the title compound. 1H NMR (300 MHz, CDCl3) δ7.10-7.30 (m, 11 H), 6.86 (d, 2 H), 6.72 (s, 1 H), 6.50-6.70 (m, 2 H), 6.32 (t, 1 H), 4.39 (s, 2 H), 4.35 (s, 2 H), 3.98 (t, 2 H), 3.30 (m, 2 H), 2.91 (s, 3 H), 2.90 (s, 3 H), 2.83 (s, 3 H), 2.25 (m, 2 H), 2.13 (s, 3 H); MS (ESI+) m/z 574 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06583180B2 |
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| Source dataset | uspto-grants-2003_06 |
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| ORD ID | ord-809701f9b85f465cbd5bc59ba89dd422 |
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| Source note | uspto-grants-2003_06 |
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