Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 58882943 | HCID 58882943 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58882923 | HCID 58882923 | — |
Reaction Steps
A solution of (5-bromo-2-methyl-pyridin-3-yl)-carbamic acid tert-butyl ester (Stage 158.1.2, 4.53 mmol) in DMF (20 ml) was cooled with an ice-bath and 55% NaH in oil (5.89 mmol) was added. The RM was stirred for 25 min at 0° C. then was added iodomethane (5.22 mmol). The RM was stirred for 2 h at it then was quenched with aqueous NaHCO3 and extracted with EtOAc. The organic layer was washed with water (3×), with brine (3×), dried over Na2SO4, filtered, evaporated and dried under vacuum to give the title compound as a brown solid (HPLC: tR 3.20 min (Method A); M+H=301, 303 MS-ES).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08476294B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-1565fe74eb00417a99f2502ce414a4d2 |
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| Source note | uspto-grants-2013_07 |
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