HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → (R)-2-(6-Chloro-4'-ethoxycarbonyl-biphenyl-3-ylcarbamoyl)-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | (2R)-1-[(tert-butoxy)carbonyl]piperidine-2-carboxylic acid | HCID 688618 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 5'-Amino-2'-chloro-biphenyl-4-carboxylic acid ethyl ester | HCID 59822374 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (R)-2-(6-Chloro-4'-ethoxycarbonyl-biphenyl-3-ylcarbamoyl)-piperidine-1-carboxylic acid tert-butyl ester | HCID 67372169 | 23.4% |
Reaction Steps
A mixture of 5′-amino-2′-chloro-biphenyl-4-carboxylic acid ethyl ester (750 mg), (R)-N-Boc-2-piperidinecarboxylic acid (664 mg) and HBTU (1.37 g) in dry DMF (40 ml) containing N-methylmorpholine (1.2 ml) was stirred at room temp for 18 h. The mixture was then evaporated and the residue was purified by chromatography. Elution with 5:1 petrol:ethyl acetate gave a yellow oil (310 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008303B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-7f1485689fb44103b1e24a63a77d97a0 |
| Source note | uspto-grants-2011_08 |