HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4,6-Tris((dimethylamino)methyl)phenol → HCID 16124789, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4,6-Tris((dimethylamino)methyl)phenol | HCID 7026 | — |
| Reactant | N-(3-Aminopropyl)morpholine | HCID 61055 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 4-Hydroxy-3-[[2-(4-tricyclo[3.3.1.13,7]dec-1-ylphenoxy)acetyl]amino]benzoic acid | HCID 16124727 | — |
| Product | HCID 16124789 | HCID 16124789 | 14.5% |
Reaction Steps
3-[2-(4-adamantan-1-yl-phenoxy)acetylamino]-4-hydroxy-benzoic acid (50.1 mg, 0.12 mmol), HATU (68.5 mg, 0.18 mmol) in DMF 3.0 ml was added N-(aminopropyl)morpholine (0.18 mmol, 0.03 ml) and DIPEA (0.03 ml, 0.18 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(CH2Cl2:MeOH=15:1) to give 3-[2-(4-adamantan-1-yl-phenoxy)-acetylamino]-N-(2-dimethylamino-ethyl)-4-hydroxy-benzamide as a yellow solid (9.5 mg, 14.5% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-523c127196f945639781dafce51cd47d |
| Source note | uspto-grants-2013_03 |