HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 3352947, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Nitrobenzoyl chloride | HCID 8502 | — |
| Reactant | Methyl DL-prolinate | HCID 94239 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 3352947 | HCID 3352947 | 36.8% |
Reaction Steps
To 2-carbomethoxypyrrolidine (d,1-proline methylester, 1.64 g, 12.7 mmol) with pyridine (10.1 g, 12.7 mmol) in CH2Cl2 (100 mL) at 0° C. was added 4-nitrobenzoyl chloride (2.36 g, 12.7 mmol) in CH2Cl2 (25 mL) dropwise. The reaction was allowed to warm to ambient temperature and stirred 18 h. The reaction was evaporated and applied to a silica gel flash column and eluted with a gradient of 2:1 Hexane:EtOAc to 1:2 Hexane:EtOAc. There was isolated 1.3 g of the title compound; LRMS (M+H)+ m/z=279.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06602895B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-9bd0a5569f254d2fa5701dd55d26b0e0 |
| Source note | uspto-grants-2003_08 |