HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,5-Difluoromandelic acid → 2-[2-(3,5-Difluoro-Phenyl)-2-hydroxy-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,5-Difluoromandelic acid | HCID 588648 | — |
| Reactant | 2-Amino-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide | HCID 67164226 | — |
| Product | 2-[2-(3,5-Difluoro-Phenyl)-2-hydroxy-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide | HCID 11712660 | — |
Reaction Steps
2-Amino-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide was coupled with (3,5-Difluoro-phenyl)-hydroxy-acetic acid to afford the title compound: MS m/z 478.3 (M+1); Diastereomers were separated using a S,S-Whelk-O1 column (5 cm×25 cm), eluting with 70:30 heptane:iPrOH at a flow rate of 110 mL/min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951958B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-87be17eb3e2b495f95cfc88b93630101 |
| Source note | uspto-grants-2011_05 |