Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(Bromomethyl)-7-chloroquinoline | HCID 10244160 | — |
| Reactant | 3-(2-Methoxy-4-methoxycarboxybenzyl)-5-nitroindole | HCID 11473263 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19010472 | HCID 19010472 | 68.5% |
Reaction Steps
To a mixture of the methyl 3-methoxy-4-(5-nitroindol-3-ylmethyl)benzoate (312 mg, 0.92 mmol) (J. Med. Chem. 1990, 33, 1781-1790) and 2-bromomethyl-7-chloroquinoline (225 mg, 0.88 mmol) in DMF (3 ml) at 0° C. was added 50% NaH (48 mg, 1.04 mmol). After stirring at 0° C. for 1 hr, ice was added to the reaction mixture. When the ice had melted the resultant solid was filtered, dried and swished with Et2O to afford the title compound (311 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05334597 |
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| Source dataset | uspto-grants-1994_08 |
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| ORD ID | ord-93bd61f4d347443589c55992c4a18a5c |
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| Source note | uspto-grants-1994_08 |
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