Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 59577775 | HCID 59577775 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 66786827 | HCID 66786827 | 67% |
Reaction Steps
To a suspension of K2CO3 (33 mg, 0.24 mmol) in MeCN (1 mL) was added 2-(2-chloromethyl-benzofuran-5-yloxy)-benzothiazole (27 mg, 0.08 mmol) and piperidine (5 mg, 0.09 mmol) and the reaction mixture was warmed (55° C., 12 h). The reaction mixture was filtered and concentrated and the resultant residue was purified by reverse phase HPLC to afford the title compound (22 mg, 67%). MS (ESI): mass calcd for C21H20N2O2S, 364.1; m/z found 365.1 [M+H]+. 1H NMR (400 MHz, CD3OD): 7.75 (d, J=8.0, 1H), 7.64 (d, J=8.1, 1H), 7.62-7.55 (m, 2H), 7.40 (dt, J=8.0, 1.3, 1H), 7.35-7.18 (m, 2H), 6.85 (5, 1H), 3.85 (5, 2H), 2.76-2.53 (m, 4H), 1.73-1.60 (m, 4H), 1.56-1.42 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08399465B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-ca4b6d67ddbe4520a0ccdb1a8b6eeda5 |
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| Source note | uspto-grants-2013_03 |
|---|