HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Benzofurancarboxamide, N-methyl- → (1-Benzofuran-2-ylmethyl)(methyl)amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Benzofurancarboxamide, N-methyl- | HCID 660372 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (1-Benzofuran-2-ylmethyl)(methyl)amine | HCID 5048607 | 12.4% |
Reaction Steps
To a solution of 1.0 M BH3/THF (30 mL, 30 mmole) at 0° C. was added N-methylbenzofuran-2-carboxamide (1.75 g, 10 mmole). The reaction mixture was allowed to warm to RT, then was heated at reflux overnight. The reaction was cooled to 0° C. and excess methanol was added. The resulting solution was concentrated in vacuo and the residue was purified by flash chromatography on silica gel (3% MeOH/CH2Cl2). The tile compound (0.2 g, 12%) was obtained as a white solid: MS (ES) m/e 162 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07557125B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-97f1635b8c944e7d947575796fa8a44b |
| Source note | uspto-grants-2009_07 |