HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethylamine → HCID 178418901, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 5[4-(4-(2-Amino-2-methoxycarbonylethyl)phenoxy)benzylidene]thiazolidin-2,4-dione hydrochloride | HCID 73038788 | — |
| Reactant | HCID 178418300 | HCID 178418300 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178418901 | HCID 178418901 | 163.8% |
Reaction Steps
Diethylamine (1.04 ml, 6.0 mmol) and N,N′-dicyclohexylcarbodiimide (0.64 g, 3.13 mmol) were added to the stirred suspension of 5-[4-(4-(2-amino-2-methoxycarbonylethyl)phenoxy)benzylidene]thiazolidin-2,4-dione hydrochloride (1.3 g, 3.0 mmol), 2-N-t-butoxycarbonylamino-4-imidazole propionic acid (0.8 g, 3.13 mmol) and hydroxylbenzotriazole (0.42 g, 3.13 mmol) in N,N-dimethyl formamide (15 ml). The stirring was continued for 24 h and the reaction mixture was concentrated in vacuum. The obtained residue was washed with 10% sodium bicarbonate, brine and purified with preparative HPLC to yield the title compound (1.5 g, yield 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07087576B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-b7b3ed40ed644461b6f858f1a00c0109 |
| Source note | uspto-grants-2006_08 |