Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | HCID 131728447 | HCID 131728447 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 131728449 | HCID 131728449 | — |
Reaction Steps
Benzylamine (0.17 mL, 1.581 mmol) was added to a solution of Example 57k (0.4 g, 0.79 mmol) in DMF (5 mL) and stirred at 80° C. for 5 h. The reaction mixture was concentrated, treated with water and extracted with chloroform. The organic layer was washed with water, brine, dried and concentrated to obtain the crude title compound which was purified using flash chromatography (silica gel, 1% methanol/chloroform). Yield: 125 g, (29.2%); 1H NMR (DMSO-d6,): δ 2.68 (s, 3H, CH3), 2.8 (t, 2H, CH2), 3.2 (s, 2H, CH2), 3.63 (s, 2H, CH2), 3.7 (t, 2H, CH2), 3.88 (s, 3H, OCH3), 5.31 (s, 2H, CH2), 7.29-7.38 (m, 5H, Ar), 7.66 (s, 1H, Ar), 7.73 (s, 1H, Ar), 8.16 (s, 1H, Ar), 8.19 (s, 1H, Ar); MS: m/e (ES+) 541 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08183234B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-03196460bd274eeeb056ef67dd0e0e9d |
|---|
| Source note | uspto-grants-2012_05 |
|---|