Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 2-Aminomethyl-1-ethylpyrrolidine | HCID 117295 | — |
| Reactant | 6-Chloro-2-methoxy-3-pyridinecarbonyl chloride | HCID 20328796 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 12905278 | HCID 12905278 | — |
Reaction Steps
5.02 g (0.025 mole) of crude 2-methoxy-6-chloronicotinoyl chloride are dissolved in 75 ml of absolute chloroform and the solution is added dropwise in the course of 30 minutes at 25°-30° C to a solution of 7.7 g (0.06 mole) of 1-ethyl-2-(aminomethyl)-pyrrolidine in 75 ml of absolute benzene. The reaction mixture is stirred for 3 hours at 50° C, cooled, and 10 ml of a 5 N ethanolic ammonia solution are added thereto. The organic solvents are evaporated in vacuo and the residual crude base is chromatographed through a column of basic silica gel with benzene which contains 0.5% of methanol. Pure N-[(1-ethyl-2-pyrrolidinyl)-methyl]-2-methoxy-6-chloronicotinamide is obtained as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04089960 |
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| Source dataset | uspto-grants-1978_05 |
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| ORD ID | ord-2167f23501184e8faf3a54b85ce16017 |
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| Source note | uspto-grants-1978_05 |
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