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 28880573 | HCID 28880573 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67107407 | HCID 67107407 | — |
Reaction Steps
Solid pyridin-3-amine (112 mg, 1.19 mmol) was added in one charge to a stirred solution of 5-bromo-2-({[4-(methyloxy)phenyl]methyl}oxy)benzoic acid (may be prepared as described in Description 18; 200 mg, 0.59 mmol), 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (136 mg, 0.71 mmol) and 1-Hydroxybenzotriazole (96 mg, 0.71 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. 200 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-44a395d88fa340f4ad3b5da8916e6be8 |
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| Source note | uspto-grants-2014_07 |
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