HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 24811988, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | (2,4-Dichlorophenoxy)Acetic Acid | HCID 1486 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 5-aminopyridine-3-carboxylate | HCID 1514432 | — |
| Product | HCID 24811988 | HCID 24811988 | 60% |
Reaction Steps
To solution of (2,4-dichloro-phenoxy)acetic acid (192.7 mg, 0.87 mmol), 5-amino nicotinic acid methyl ester (200 mg, 1.31 mmol) and DIPEA (169.8 mg, 1.31 mmol) in DMF 5 mL was added EDC (252 mg, 1.31 mmol) and HOBt (177.62 mg, 1.31 mmol) at room temperature. Reaction mixture was stirred at room temperature, poured onto ice cold water, extracted with ethyl acetate, sequentially washed with aqueous sodium bicarbonate, brine and water, dried over anhydrous MgSO4, and concentrated. The residue was purified by flash silica gel column chromatography (EtoAC:Hexane=1:9˜1:1) to give 3-[2-(2,4-dichloro-phenoxy)-acetylamino]-N-(3-morpholine-4-yl-propyl)-benzamide as a colorless solid (0.185 g, 60% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-6769dae3f54942f58fce8dbf89302018 |
| Source note | uspto-grants-2013_03 |