HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-[4-(Phenylmethyl)-2-morpholinyl]-4,5,6,7-tetrahydro-1H-benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium trifluoroacetate | HCID 2724268 | — |
| Reactant | N-[(1R)-2-Oxocyclohexyl]-4-(phenylmethyl)-2-morpholinecarboxamide | HCID 58504386 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[4-(Phenylmethyl)-2-morpholinyl]-4,5,6,7-tetrahydro-1H-benzimidazole | HCID 58504806 | 75.4% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
A mixture of N-[(1R)-2-oxocyclohexyl]-4-(phenylmethyl)-2-morpholinecarboxamide (1.1 g, 3.48 mmol) and ammonium trifluoroacetate (2.069 g, 17.38 mmol) was heated at 150° C. for 20 minutes. After cooling, to the mixture was added water (30 mL) and CH2Cl2 (50 mL). The organic layer was separated and washed with brine, dried (MgSO4), and concentrated to afford the crude title compound (0.78 g). LC-MS (ES) m/z=298 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697685B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-beec93d0d9484cfd8a74eb0fcc4060c8 |
| Source note | uspto-grants-2014_04 |