HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-(2-{[3-Chloro-4-(2-methylbenzoyl)phenyl]amino}phenyl)-N'-(6-hydroxyhexyl)succinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 6-Amino-1-hexanol | HCID 19960 | — |
| Reactant | 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride | HCID 2734059 | — |
| Reactant | N-[2-[3-Chloro-4-(2-methylbenzoyl)-phenylamino]phenyl]-succinamic Acid | HCID 9845903 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(2-{[3-Chloro-4-(2-methylbenzoyl)phenyl]amino}phenyl)-N'-(6-hydroxyhexyl)succinamide | HCID 22174461 | — |
Reaction Steps
4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium chloride (DMT-MM) (138 mg, 0.50 mmol) was added to a solution of N-(2-{[3-chloro-4-(2-methylbenzoyl)phenyl]amino}phenyl)-succinamic acid (200 mg, 0.46 mmol) (disclosed in WO 01/05746) and 6-aminohexanol (60 mg, 0.51 mmol) in THF (4.0 mL). The reaction mixture was stirred at room temperature for 18 h. The reaction mixture was poured into 1 N HCl (aq.) and was extracted with EtOAc (×2). The combined organic phases were washed with water, dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by flash chromatography using DCM/MeOH/NH3(aq.) 95:5:0.5 as the eluent to afford the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07034015B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-00288187bc6240e785a4a6d96f6c5ec9 |
| Source note | uspto-grants-2006_04 |