HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 58001342, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-[2-(2,4-Dichloro-phenoxy)acetylamino]-isonicotinic acid | HCID 58001333 | — |
| Product | HCID 58001342 | HCID 58001342 | 21.7% |
Reaction Steps
To solution of 2-[2-(2,4-dichloro-phenoxy)-acetylamino]-isonicotinic acid (100 mg, 0.31 mmol), 3-morpholine-4-propylamine (67.8 mg, 0.07 ml, 0.47 mmol), EDC (90.1 mg, 0.47 mmol) and HOBt (63.4 mg, 0.47 mmol) in DMF 4 ml was added DIPEA (60.7 mg, 0.08 ml, 0.47 mmol), and stirred. Reaction mixture was then partitioned between ethyl acetate and 10% HCl. The organic phase was washed with brine, dried over anhydrous MgSO4, and concentrated. The residue was purified by preparative-TLC(CH2Cl2:MeOH=6:1) to afford 2-[2-(2,4-dichloro-phenoxy)-acetylamino]-N-(3-morpholine-4-yl-propyl)isonicotinamide as a white solid (31.3 mg, 21.7% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-78be5917f22647749d611fc33e9d1395 |
| Source note | uspto-grants-2013_03 |