HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N-Dimethylethylenediamine → HCID 16124789, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N-Dimethylethylenediamine | HCID 66053 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | 4-Hydroxy-3-[[2-(4-tricyclo[3.3.1.13,7]dec-1-ylphenoxy)acetyl]amino]benzoic acid | HCID 16124727 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 2,4,6-Tris((dimethylamino)methyl)phenol | HCID 7026 | — |
| Product | HCID 16124789 | HCID 16124789 | 29.3% |
Reaction Steps
3-[2-(4-adamantan-1-yl-phenoxy)acetylamino]-4-hydroxy-benzoic acid (60.1 mg, 0.14 mmol) and PyBOP (148.3 mg, 0.29 mmol) in DMF 3.0 ml was added N,N-dimethylethylenediamine (25.1 mg, 0.29 mmol, 0.03 ml) and DIPEA (0.05 ml, 0.29 mmol) at room temperature. The reaction mixture was separated with ethyl acetate and sodium bicarbonate. The organic phase was dried (MgSO4 anh), and concentrated. The residue was purified by preparative TLC(CH2C2:MeOH=7:1) to give 3-[2-(4-adamantan-1-yl-phenoxy)-acetylamino]-N-(2-dimethylamino-ethyl)-4-hydroxy-benzamide as a yellow solid (20.2 mg, 28.7% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-29193dc3123a4d239a174754082007f7 |
| Source note | uspto-grants-2013_03 |