HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 59354912, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 59354914 | HCID 59354914 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59354912 | HCID 59354912 | 61% |
Reaction Steps
To a solution of methyl 6-[(2,2,2-trifluoroethyl)carbamoyl]nicotinate (3.0 g, 11.5 mmol) in tetrahydrofuran (15 mL) was added sodium hydride (60% suspension in mineral oil) (1.4 g) at ambient temperature. The reaction mixture was stirred for 1 h and methyl iodide (1.5 mL) was added. The reaction mixture was stirred over night and then quenched with water (20 mL). The mixture was extracted with ethyl acetate (3×50 mL) and the combined organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo to give 1.72 g (61%) of the title compound; 1H NMR (400 MHz, CDCl3) δ ppm 8.43 (d, 1 H), 4.50 (q, 1 H), 4.23 (q, 1 H), 3.99 (s, 3 H), 3.24 (d, 3 H); MS (ESI) m/z 277[M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143408B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-6774ef7d8ea34a80960a6dd8a74bf8c3 |
| Source note | uspto-grants-2012_03 |