HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-piperidin-1-yl-butyramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 4-Oxo-2-benzylsulfonylmethyl-4-piperidin-1-yl-butyric acid | HCID 22053960 | — |
| Reactant | 2-amino-1-benzooxazol-2-yl-butan-1-ol TFA salt | HCID 86602355 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-piperidin-1-yl-butyramide | HCID 17164277 | — |
Reaction Steps
To a stirred mixture of 4-oxo-2-benzylsulfonylmethyl-4-piperidin-1-yl-butyric acid (141 mg, 0.4 mmol), 2-amino-1-benzooxazol-2-yl-butan-1-ol TFA salt. (129 mg), prepared as in reference 20, and HOBt (74 mg, 0.48 mmol) in MeCl2 (5 mL), was added EDC (115 mg, 0.6 mmol) and N-methylmorpholine (0.25 ml) at room temperature. After stir-ring for 14 hours, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with saturated NaHCO3, brine, dried with MgSO4 and concentrated to yield 157 mg of N-piperidin-1-yl-butyramide. Without further purification, the crude product was used for next reaction; MS: 540.4(M−1), 542.6(M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07064123B1 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-7ceb6f682914418e8e9a590d64b28c26 |
| Source note | uspto-grants-2006_06 |