Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl (6-methylpyridin-2-yl)carbamate | HCID 11367776 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21257568 | HCID 21257568 | — |
Reaction Steps
To a suspension of NaH (60% dispersion in mineral oil, 1.15 g, 29.5 mmol) in DMF (50 mL) at 0° C. was added a solution of 2-(N-Boc-amino)-6-picoline in DMF (30 mL). The reaction was stirred at 0° C. for 15 min; then ethyl iodide (4.6 g, 30 mmol) was added. The reaction mixture was stirred at RT overnight; then was concentrated in vacuum. The residue was diluted with H2O and extracted with CH2Cl2 (3×50 mL). Drying (MgSO4), concentration, and silica gel chromatography (20% EtOAc/hexane) gave the title compound as colorless oil: MS (ES) m/e 237 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06191304B1 |
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| Source dataset | uspto-grants-2001_02 |
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| ORD ID | ord-a91f69fd57a341339d9c422baca2710a |
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| Source note | uspto-grants-2001_02 |
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