Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclobutylamine | HCID 75645 | — |
| Reactant | 4-Chloro-2-(2-chloro-acetylamino)-6-methyl-10,10-dioxo-10,11-dihydro-5-oxa-10lambda*6*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid methyl ester | HCID 11633641 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 131728503 | HCID 131728503 | — |
Reaction Steps
Cyclobutylamine (0.192 g, 2.7 mmol) was added to a solution of Example 133 (0.600 g, 1.3 mmol) in DMF (1 mL). The reaction mixture was stirred at 120° C. for 4 h, concentrated, treated with water and the solid that precipitated was filtered, washed with water and purified using flash chromatography (silica gel, 3-4% methanol/chloroform) to obtain the title compound. Yield: 0.450 g, (66.6%); 1H NMR (CDCl3-d6): δ 1.80 (m, 6H, 3CH2), 1.94 (t, 3H, CH3), 2.2 (t, 1H, CH), 2.9 (s, 3H, CH3), 3.3 (s, 2H, CH2), 3.9 (s, 3H, CH3), 4.7 (s, 2H, CH2), 7.5 (s, 1H, Ar), 7.8 (s, 1H, Ar), 8.4 (s, 1H, Ar), 9.5 (s, 1H, Ar); MS: m/e (ES+) 423 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07834001B2 |
|---|
| Source dataset | uspto-grants-2010_11 |
|---|
| ORD ID | ord-6134fa20a1b74727bcdee8befb39f024 |
|---|
| Source note | uspto-grants-2010_11 |
|---|
