Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 4-Chloro-2-(2-chloro-ethylamino)-6-methyl-10,10-dioxo-10,11-dihydro-5-oxa-10lambda*6*-thia-dibenzo[a,d]-cycloheptene-8-carboxylic acid methyl ester | HCID 131728446 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 131728472 | HCID 131728472 | — |
Reaction Steps
Piperidine (0.184 g, 2.16 mmol) was added with stirring to a solution of Example 56k (0.6 g, 1.4 mmol) in DMF (1 mL) in an inert atmosphere and heated at 90° C. for 4 h. The reaction mixture was concentrated, treated with water, and the solid that precipitated was filtered, washed with water and purified using flash chromatography (silica gel, 2% methanol/chloroform) to obtain the title compound. Yield: 0.330 g, (48%); 1H NMR (CDCl3,): δ 1.18 (bs, 2H, CH2), 1.32 (t, 4H, 2CH2), 2.21 (s, 3H, CH3), 2.3 (t, 2H, CH2), 2.4 (t, 2H, CH2), 2.8 (m, 4H, 2CH2), 3.41 (s, 3H, OCH3), 4.28 (s, 2H, CH2), 5.39 (bs, 1H, NH), 6.15 (s, 2H, Ar), 7.6 (s, 1H, Ar). 7.82 (s, 1H, Ar); MS: m/e (ES+) 478 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08183234B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-6c139d73859442839546e0e8838ac558 |
|---|
| Source note | uspto-grants-2012_05 |
|---|
