HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → HCID 57985894, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | HCID 57985915 | HCID 57985915 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Product | HCID 57985894 | HCID 57985894 | 52.1% |
Reaction Steps
To a RT suspension of 3-phenyl-3-(1H-pyrrolo[3,2-c]pyridin-3-yl)-propionic acid (1.1 mmol) in DCM/DMF (3/2, 5 mL) was added TEA (0.23 mL, 1.7 mmol) followed by MeNH2 (2 M in THF, 0.83 mL) and benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (0.58 g, 1.3 mmol). The resulting mixture was stirred at RT overnight, diluted with an aqueous solution of NaHCO3, and extracted with EtOAc. The combined organic layers were dried over Na2SO4, filtered, concentrated, and purified via flash chromatography (DCM/MeOH/NH40H), affording N-Methyl-3-phenyl-3-(1H-pyrrolo[3,2-c]pyridin-3-yl)-propionamide (0.16 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07638517B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-cd5692ba9e0e4c3c97db91f3938136eb |
| Source note | uspto-grants-2009_12 |