Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Bis(2-chloroethyl) ether | HCID 8115 | — |
| Reactant | HCID 67407530 | HCID 67407530 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 11537354 | HCID 11537354 | 41% |
Reaction Steps
N-(4-Amino-2-chloro-6-methyl-phenyl)-2-cyclopentyl-acetamide (830 mg), bis-(2-chloroethyl)ether (3.35 mL) and potassium iodide (470 mg) were mixed in absolute ethanol (33 mL) and heated to 170° C. for 1 hour in a sealed microwave process vial. The crude mixture was concentrated in vacuo and purified by flash chromatography to furnish 390 mg (41%) of the title compound as a white solid. LC-MS (m/z) 337 (MH+); tR=2.61, (UV, ELSD) 97%, 99%. 1H NMR (500 MHz, DMSO-d6): 1.22 (m, 2H), 1.51 (m, 2H), 1.61 (m, 2H), 1.77 (m, 2H), 2.11 (s, 3H), 2.25 (m, 1H), 2.26 (m, 2H), 3.10 (m, 4H), 3.71 (m, 4H), 6.80 (d, 1H), 6.84 (d, 1H), 9.18 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07501414B2 |
|---|
| Source dataset | uspto-grants-2009_03 |
|---|
| ORD ID | ord-cd7578946f024f4d8de8d7c2e329bb7d |
|---|
| Source note | uspto-grants-2009_03 |
|---|