HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 5-hydroxy-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 3-Aminopyridine | HCID 10009 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-(Benzyloxy)-5-hydroxybenzoic acid | HCID 24771944 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-hydroxy-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide | HCID 51357514 | — |
Reaction Steps
Solid HOBT (552 mg, 3.60 mmol) was added in one charge to a stirred solution of 5-hydroxy-2-[(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 38; 800 mg, 3.28 mmol), 3-pyridinamine (339 mg, 3.60 mmol) and EDC (691 mg, 3.60 mmol) in DMF (30 mL) at room temp. The reaction mixture was stirred at room temperature for 4 h. After 4 h, water was added to the reaction mixture. The reaction mixture was filtered and the residue was washed with ethyl acetate to yield the title compound as a white solid. 500 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08778939B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-acfc98806e2547aa9496d4aa5e905ee3 |
| Source note | uspto-grants-2014_07 |