Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | HCID 22348012 | HCID 22348012 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 22348062 | HCID 22348062 | — |
Reaction Steps
The 4-(1-Benzo[1,3]dioxol-5-ylmethyl-piperidin-4-ylamino)-6-methoxy-chromen-2-one para-toluene sulfonic acid salt (0.025 g, 0.043 mmol), N-chlorosuccinimide (0.0061 g, 0.046 mmol), and 0.2 mL Acetic Acid were shaken at room temperature overnight. Solution was diluted with Acetonitrile and purified on a C-18 RP HPLC. Product fractions were combined, treated with K2CO3, extracted with CH2Cl2, dried over sodium sulfate and concentrated to dryness to give the title compound as an off white solid. MS ESI(+)Q1MS m/z 451 (M−H)+; 1H NMR (300 MHz, CDCl3) δ ppm partially buried 1.47-1.78 (m, 2H), 2.03-2.21 (m, 4H), 2.8-2.91 (br d, 2H), 3.39-3.46 (s, 2H), 3.8-3.87 (s, 3H), 4.01-4.13 (m, 1H), 4.83-4.91 (br s, 1H), 5.93-5.97 (s, 2H), 6.71-6.78 (m, 2H), 6.83-6.86 (s, 1H), 7.05-7.16 (m, 2H), 7.27-7.36 (d, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06921821B2 |
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| Source dataset | uspto-grants-2005_07 |
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| ORD ID | ord-cafe0df0d62a467b8d5f4cc59d2e6719 |
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| Source note | uspto-grants-2005_07 |
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