Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 59425563 | HCID 59425563 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59425665 | HCID 59425665 | 80% |
Reaction Steps
2-[4-(2-Bromoethoxy)phenyl]-1-ethyl-6-methoxy-1H-indole-3-carbonitrile (258 mg, 0.65 mmol), prepared in example 1BA, step A, was combined with NaN3 (144 mg, 2.2 mmol), and MeOH (3.2 mL). This was heated overnight at 75° C. The reaction mixture was then partitioned between CH2Cl2 and H2O. The organic layer was dried and concentrated. Purification by silica gel chromatography (CH2Cl2) yielded 2-[4-(2-azidoethoxy)phenyl]-1-ethyl-6-methoxy-1H-indole-3-carbonitrile (187 mg, 80%), compound 266 as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08013006B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-a608d5701b384d8a81e5a6168a6b00e8 |
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| Source note | uspto-grants-2011_09 |
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