HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[2-hydroxy-5-(trifluoromethyl)phenyl]-3 (methoxymethyl)isonicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Amino-4-(trifluoromethyl)phenol | HCID 120246 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 3-(Methoxymethyl)isonicotinic acid | HCID 58148193 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[2-hydroxy-5-(trifluoromethyl)phenyl]-3 (methoxymethyl)isonicotinamide | HCID 66880004 | 86.9% |
Reaction Steps
A mixture of 0.40 g of 2-amino-4-(trifluoromethyl)phenol, 0.38 g of 3-methoxymethyl isonicotinic acid, 1.30 g of BOP reagent, 0.30 g of triethylamine, and 20 ml of DMF was stirred at room temperature for four hours. Water was added to the reaction mixture, and the reaction mixture was extracted with ethyl acetate twice. The combined organic layers were washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.64 g of N-[2-hydroxy-5-(trifluoromethyl)phenyl]-3(methoxymethyl)isonicotinamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324387B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-7f6e7003faa9495794e556c513476227 |
| Source note | uspto-grants-2012_12 |