Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Aminopyridine | HCID 10009 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 28830843 | HCID 28830843 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67106889 | HCID 67106889 | — |
Reaction Steps
Solid pyridin-3-amine (154 mg, 1.63 mmol) was added in one charge to a stirred solution of 5-bromo-2-({[3-(methyloxy)phenyl]methyl}oxy)benzoic acid (may be prepared as described in Description 30; 275 mg, 0.82 mmol), 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (188 mg, 0.98 mmol) and 1-Hydroxybenzotriazole (132 mg, 0.98 mmol) in DMF (20 ml) under nitrogen at 20° C. The reaction mixture was stirred at 20° C. for 16 h. The organic phase was washed with water (25 ml), extracted with ethyl acetate (3×30 ml), dried over sodium sulphate, evaporated in vacuo and purified by column chromatography (petroleum ether:ethyl acetate=2:1) to yield the title compound as a white solid. 270 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08778939B2 |
|---|
| Source dataset | uspto-grants-2014_07 |
|---|
| ORD ID | ord-3383f661ae0c42cfa561867152f128e7 |
|---|
| Source note | uspto-grants-2014_07 |
|---|