HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 68671068, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tetrahydro-4H-pyran-4-one | HCID 121599 | — |
| Reactant | HCID 68671314 | HCID 68671314 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68671068 | HCID 68671068 | 88.5% |
Reaction Steps
Tert-butyl 2-amino-4-{[(2S)-1-methylpyrrolidin-2-yl]methoxy}benzoate (400 mg, 1.3 mmol) was dissolved in 20 ml of DCM under argon atmosphere. Tetrahydro-4H-pyran-4-one (0.19 ml, 2.05 mmol), TFA (0.29 ml, 3.69 mmol) and Me4BH(OAc)3, (540 mg, 2.05 mmol) were added. The resulting slurry was stirred overnight at room temperature then quenched with 15 ml of NaHCO3 10% and extracted twice with 20 ml of DCM. The organic layers were then dried over Na2SO4, filtered off and concentrated to yield a yellow oil (448 mg, 1.15 mmol, 88%) which was used in the next step without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102662B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-593d1a0c3afe4fcaacab45720b56ec98 |
| Source note | uspto-grants-2015_08 |