HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1392086Generated: November 2, 2026
4-Methylmorpholine → N1-[(3S,7S)-benzyl-2-oxo-7-phenyl-2,3,4,7-tetrahydro-1H-azepin-3-yl]-N2-[(3,5-difluorophenyl)acetyl]-L-alaninamide
https://huagongshe.com/reaction/1392086
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | (2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acid | HCID 12135350 | — |
| Reactant | (3S,7S)-3-amino-1-benzyl-7-phenyl-1,3,4,7-tetrahydro-2H-azepin-2-one | HCID 58691185 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N1-[(3S,7S)-benzyl-2-oxo-7-phenyl-2,3,4,7-tetrahydro-1H-azepin-3-yl]-N2-[(3,5-difluorophenyl)acetyl]-L-alaninamide | HCID 10459239 | 71.2% |
Reaction Steps
To a solution of (3S,7S)-3-amino-1-benzyl-7-phenyl-1,3,4,7-tetrahydro-2H-azepin-2-one (5d) (40 mg) in DCM (2 mL) at 0° C. under N2 was added N-[(3,5-difluorophenyl)acetyl]-L-alanine (33 mg), HOBt-hydrate (46 mg), EDAC.HCl (39 mg) and N-methyl morpholine (22 mg). The reaction mixture was stirred 1 h at 0° C. and 3 h at RT, then diluted with 30% hexanes/EtOAc (100 mL). The organic phase was consecutively washed with H2O, 0.2 N HCl, saturated NaHCO3, and brine, dried (Na2SO4), filtered and evaporated. The crude product was purified by flash chromatography (1%-2% MeOH/DCM) to afford a white solid (50 mg, 71%). Sample contains approx. 20% 5A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07342007B2 |
|---|
| Source dataset | uspto-grants-2008_03 |
|---|
| ORD ID | ord-8bb3afbd8b0a4ee981ff7885793c7c23 |
|---|
| Source note | uspto-grants-2008_03 |
|---|
