Methyl iodide → benzyl 2,4-bis(benzyloxy)-6-(2-((tert-butoxycarbonyl)(methyl)amino)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-7-yl)-5-methylnicotinate

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Reaction Steps

The product from Example 412, Step 3 (130 mg, 0.18 mmol) was dissolved in DMF (1 mL). Sodium hydride (60% dispersion in mineral oil, 15 mg, 0.36 mmol) was added to the mixture. After 10 min of vigorous stirring at room temperature, iodomethane (35 μL, 0.54 mmol) was added to the mixture. The mixture was stirred an additional 10 min at room temperature, and then was quenched with the addition of aqueous saturated NH4Cl solution (5 mL). The mixture was extracted with CH2Cl2 (5 mL). The organic extracts were concentrated. The residue was 97% pure by UPLC analysis and used without further purification.

Provenance & Evidence