HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-Methyl-N-(1-methyl-1H-indazol-3-ylmethyl)-2-phenylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | o-Phenylbenzoic acid | HCID 70357 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | N-Methyl-N-[(1-methyl-1H-indazol-3-yl)methyl]amine | HCID 7537473 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-Methyl-N-(1-methyl-1H-indazol-3-ylmethyl)-2-phenylbenzamide | HCID 9798740 | 62.2% |
Reaction Steps
A solution of 2-biphenylcarboxylic acid (198 mg, 1 mmole), 1-methyl-3-(methylaminomethyl)-1H-indazole (210 mg, 1.2 mmole), EDC (230 mg, 1.2 mmole), HOBt.H2O (162 mg, 1.2 mmole), and triethylamine (0.28 mL, 2.0 mmole) in DMF (5 mL) was stirred at RT. After 18 hr, the reaction was concentrated to dryness, and the residue was purified by flash chromatography on silica gel (45% EtOAc/hexanes). The title compound (221 mg, 62%) was obtained as a white solid: MS (ES) m/e 356 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06730684B1 |
| Source dataset | uspto-grants-2004_05 |
| ORD ID | ord-9fd9e588799648d3bdebc4746bc4b3d8 |
| Source note | uspto-grants-2004_05 |