Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Aminopyridine | HCID 1727 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(3-Diethylaminopropyl)-3-ethylcarbodiimide hydrochloride | HCID 9964512 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | HCID 10041513 | HCID 10041513 | — |
Reaction Steps
To a stirred solution of intermediate 72 (0.1 gm, 0.4145 mmoles) in dry DMF (5 ml) at room temperature, 4-aminopyridine (0.043 gm, 0.456 moles) was added followed by N-ethyl N′-diethylaminopropyl carbodiimide HCl (0.104 gm, 0.539 mmoles) and DMAP (5.0 mg, 0.04 mmoles).To the above solution triethylamine (0.08 ml, 0.58 mmoles) was added and the reaction mixture was stirred at the same temperature for 15 hours. The reaction mixture was poured in to water (20 ml) and extracted with ethyl acetate (2×20 ml). The organic layer was washed with water (3×20 ml) followed by brine (15 ml), dried over Na2SO4 and concentrated to give 0.1 gm of crude material which was purified by column chromatography, to give 20 mg of the title compound as pale yellow solid, m. p: >250° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07238725B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-853a2216d084443fa2bac014d4799e67 |
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| Source note | uspto-grants-2007_07 |
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