HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3(S)-(6-Methoxy-pyridin-3-yl)-3-[2-oxo-3-[3-(6,7,8,9-tetrahydro-5H-pyrido[2,3-b]azepin-2-yl)-propyl]-2,3-dihydro-imidazol-1-yl}-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 3(S)-(6-Methoxy-pyridin-3-yl)-3-{2-oxo-3-[3-(6,7,8,9-tetrahydro-5H-pyrido[2,3-b]azepin-2-yl)-propyl]-2,3-dihydro-imidazol-1-yl}-propionic acid tert-butyl ester | HCID 70127621 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3(S)-(6-Methoxy-pyridin-3-yl)-3-[2-oxo-3-[3-(6,7,8,9-tetrahydro-5H-pyrido[2,3-b]azepin-2-yl)-propyl]-2,3-dihydro-imidazol-1-yl}-propionic acid | HCID 59916450 | 79.6% |
Reaction Steps
To a solution of 3-7 (0.85 g, 1.67 mmol) in dichloromethane (10 mL) was added anhydrous TFA (5 mL). After 4 hours, the mixture was concentrated, diluted with toluene, and re-concentrated. The residue was chromatographed on silica gel (15:10:1:1 to 15:10:1:1 EtOAc/EtOH(NH4OH/H2O) to give 600 mg of 3-8 as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06472403B2 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-ab7a5c04e3124a7fa0985ef3585ddb34 |
| Source note | uspto-grants-2002_10 |