Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | HCID 59425563 | HCID 59425563 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59426387 | HCID 59426387 | 96.2% |
Reaction Steps
2-[4-(2-bromoethoxy)-phenyl]-1-ethyl-6-methoxy-1H-indole-3-carbonitrile (40 mg, 0.1 mmol), prepared as in step A above, is combined with morpholine (50 μL, 0.58 mmol) and acetonitrile (1.0 mL). This is heated at 85° C. for 2 h. The reaction mixture is then partitioned between CH2Cl2 and H2O. The organic layer is dried and concentrated. Purification by silica gel chromatography (6/4, acetone/hexanes) yields 1-ethyl-6-methoxy-2-[4-(2-morpholin-4-yl-ethoxy)-phenyl]-1H-indole-3-carbonitrile (39 mg, 96%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07868037B2 |
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| Source dataset | uspto-grants-2011_01 |
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| ORD ID | ord-94c7ebf31d3945f68ff9e21b5f9e2676 |
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| Source note | uspto-grants-2011_01 |
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