Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Aminonicotinic acid | HCID 18496 | — |
| Reactant | Propylphosphonic acid | HCID 204484 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 57697946 | HCID 57697946 | 8% |
Reaction Steps
To a solution of 300 mg (2.17 mmol) of 6-aminonicotinic acid in 50 mL of chloroform were added 370 μL (4.34 mmol) of isopropylamine, 4 mL of anhydrous propanephosphonic acid (25 wt % solution in ethyl acetate) and 1.4 mL (10 mmol) of triethylamine, and the mixture was stirred for 6 hours at room temperature. Then, saturated sodium bicarbonate aqueous solution was added to the reaction mixture, and the mixture was extracted with dichloromethane. The organic layer was washed with saturated saline solution and dried over with anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (eluent: dichloromethane/methanol=10/1 to 5/1) to give 30 mg (8%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08901315B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-d38514679db847399682c9dfcdc93d92 |
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| Source note | uspto-grants-2014_12 |
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