HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → HCID 91619139, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 3-Fluoro-2-hydroxy-5-nitrobenzaldehyde | HCID 15294572 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 91619139 | HCID 91619139 | 133% |
Reaction Steps
To a solution of 17C (2.65 g, 14.32 mmol) in MeOH (100 mL), methylamine (33% in EtOH, 1.960 mL, 15.75 mmol) was added dropwise and stirred rt for 1 h. The reaction mixture was cooled to 0° C., sodium borohydride (0.596 g, 15.75 mmol) was added portionwise and the mixture was stirred at rt for 1 h. The reaction was quenched with 0.5 N HCl, extracted with EtOAc (3×20 mL), washed with water, brine, dried (Na2SO4). EtOAc was removed under reduced pressure and the residue was purified by flash chromatography to give 27A (3.8 g, 18.98 mmol, 133% yield) yellow solid. MS (ESI) m/z: 201.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174974B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-17b26349038543e89279e5e02702cc56 |
| Source note | uspto-grants-2015_11 |