HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-3-tert-Butoxycarbonylamino-1-[4-({[2-(2,3-dihydrobenzofuran-5-yl)-1-methylethyl]ethylamino}methyl)piperidin-1-yl]-propan-1-one → (S)-3-amino-1-[4-({[2-(2,3-dihydrobenzofuran-5-yl)-1-methylethyl]ethylamino}-methyl)piperidin-1-yl]propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-3-tert-Butoxycarbonylamino-1-[4-({[2-(2,3-dihydrobenzofuran-5-yl)-1-methylethyl]ethylamino}methyl)piperidin-1-yl]-propan-1-one | HCID 54233503 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | (S)-3-amino-1-[4-({[2-(2,3-dihydrobenzofuran-5-yl)-1-methylethyl]ethylamino}-methyl)piperidin-1-yl]propan-1-one | HCID 54502007 | 99% |
Reaction Steps
To (S)-3-tert-Butoxycarbonylamino-1-[4-({[2-(2,3-dihydrobenzofuran-5-yl)-1-methylethyl]ethylamino}methyl)piperidin-1-yl]-propan-1-one (0.76 grams, 1.60 mmol) was added 20% trifluroacetic acid (20 ml). The reaction mixture was stirred at room temperature for 4 hours. The mixture was concentrated under reduced pressure and the residue was partitioned between dichloromethane and 1N sodium hydroxide. The organic layer was washed with water, dried over potassium carbonate and concentrated to give (S)-3-amino-1-[4-({[2-(2,3-dihydrobenzofuran-5-yl)-1-methylethyl]ethylamino}methyl)piperidin-1-yl]-propan-1-one as an oil (0.59 grams, 99%), M+H 373.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06319920B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-6aa7e38f50d84cf79b4effff3d2c7caa |
| Source note | uspto-grants-2001_11 |