HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623800Generated: October 31, 2026
1,2-Dichloroethane → 5-Bromo-2-{[(4-fluorophenyl)methyl]oxy}-N-3-pyridinylbenzamide
https://huagongshe.com/reaction/1623800
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 3-Aminopyridine | HCID 10009 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 5-Bromo-2-[(4-fluorobenzyl)oxy]benzoic acid | HCID 8706889 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Bromo-2-{[(4-fluorophenyl)methyl]oxy}-N-3-pyridinylbenzamide | HCID 67107237 | — |
Reaction Steps
Neat pyridin-3-amine (79 mg, 0.84 mmol) was added in one charge to a stirred solution of 5-bromo-2-{[(4-fluorophenyl)methyl]oxy}benzoic acid (may be prepared as described in Description 87; 200 mg, 0.56 mmol), EDC (213 mg, 1.11 mmol) and HOBT (170 mg, 1.11 mmol) in DMF (3 ml) at room temperature. The reaction mixture was stirred at 25° C. overnight. Water (25 ml) was added and the solid was filtered, washed with water (15 ml), and dried in vacuo. The residue was further purified with Prep-TLC (eluate: dichloromethane:methanol=25:1) to yield the title compound as a white solid. 76 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08778939B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-ed15bb4c733740859bee9bc78ba7416a |
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| Source note | uspto-grants-2014_07 |
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