HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 4-{3-[2-(2,4-Dichloro-phenyl)-ethoxy]-4-methoxy-benzoylamino}-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Amino-1-Boc-piperidine | HCID 1268291 | — |
| Reactant | O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733286 | — |
| Reactant | 3-[2-(2,4-Dichlorophenyl)ethoxy]-4-methoxybenzoic acid | HCID 15480332 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-{3-[2-(2,4-Dichloro-phenyl)-ethoxy]-4-methoxy-benzoylamino}-piperidine-1-carboxylic acid tert-butyl ester | HCID 69652296 | — |
Reaction Steps
To a solution of 1 g 3-[2-(2,4-Dichloro-phenyl)-ethoxy]-4-methoxy-benzoic acid in 15 ml CH2Cl2 1.5 ml N-NEM and subsequently 962 mg TOTU were added. After stirring for 1 h at RT 881 mg Boc-(4-amino)piperidine in 5 ml CH2Cl2 were added and the mixture was stirred for additional 2 h followed by addition of 20 ml saturated NaHCO3 solution. The organic layer was separated and dried over Na2SO4 and the solvent evaporated. The residue was recrystallized from ethyl acetate/heptane to afford a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07067665B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-9902068b6a4442958760394f4f532521 |
| Source note | uspto-grants-2006_06 |