HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-(Pyridin-4-yl)butanoyl-sarcosine 3(R)-[2-(indol-3-yl)ethyl]-beta-alanine ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 4-(Pyridin-4-yl)butanoyl-sarcosine | HCID 20689265 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(Pyridin-4-yl)butanoyl-sarcosine 3(R)-[2-(indol-3-yl)ethyl]-beta-alanine ethyl ester | HCID 86754477 | — |
Reaction Steps
Acid 6-2 (288 mg, 1.22 mmol), amine 4-4 (318 mg, 1.22 mmol), BOP (647 mg, 1.5 mmol), and NMM (462 μL, 4.2 mmol) were combined in 6 mL DMF. After stirring overnight the mixture was diluted with EtOAc, washed with water (4×), sat. NaHCO3, and brine, dried (MgSO4), filtered and concentrated. Flash chromatography (silica, EtOAc then 5% MeOH/EtOAc) provided 6-3 as an orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05952306 |
| Source dataset | uspto-grants-1999_09 |
| ORD ID | ord-28a9d7fc62524042a73a9e61bd71b527 |
| Source note | uspto-grants-1999_09 |