Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Diphenylmethylidenehydrazine | HCID 79304 | — |
| Reactant | HCID 57637292 | HCID 57637292 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 57637381 | HCID 57637381 | 421.4% |
Reaction Steps
A mixture of [1-benzyloxymethyl-6-(3-piperidin-1-yl-propoxy)-1H-benzoimidazol-2-yl]-(3-bromo-benzo[b]thiophen-2-yl)-methanone [40 mg, Intermediate (42)], benzophenone hydrazone (18 mg, 1.4 eq), Pd(OAc) (0.9 mg, 0.05 eq)), DPPF (3.8 mg, 0.1 eq) and cesium carbonate (33.7 mg, 1.6 eq) in 5 ml toluene under nitrogen was heated at 90° C. overnight. The reaction was cooled to room temperature and the mixture was passed through a SCX column and eluted with 7N ammonia in methanol to yield [3-(N′-benzhydrylidene-hydrazino)-benzo[b]thiophen-2-yl]-[1-benzyloxymethyl-6-(3-piperidin-1-yl-propoxy)-1H-benzoimidazol-2-yl]-methanone [200 mg, Intermediate (43)].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07928231B2 |
|---|
| Source dataset | uspto-grants-2011_04 |
|---|
| ORD ID | ord-969d8e40777443028c4107382f3b2a7f |
|---|
| Source note | uspto-grants-2011_04 |
|---|