Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 87731314 | HCID 87731314 | — |
| Product | HCID 11554931 | HCID 11554931 | 83% |
Reaction Steps
Part A. 1-benzyl-3-(2′-formyl-4′-methoxy-biphenyl-2-ylmethyl)-1H-indole-6-carbonitrile: The compound of Example 1, Part B (0.1 g, 0.27 mmol) was dissolved in 2 mL DMF and cooled to 0° C. in an ice bath. To the cold solution was added sodium hydride (60% in oil, 12 mg, 0.30 mmol), and the mixture was stirred for 10-15 min followed by addition of benzyl bromide (0.036 ml, 0.30 mmol). The reactoin was then stirred overnight at rt. Work-up and chromatography provided the N-benzylindole (0.1 g, 83%) as a white solid. LRMS m/z 457.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07417063B2 |
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| Source dataset | uspto-grants-2008_08 |
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| ORD ID | ord-ca77cb741a7044bb99ba35866ef023bc |
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| Source note | uspto-grants-2008_08 |
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