HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyanamide → 2-Methyl 3-(1-N-pyrrolidinyl-3-cyanopropyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyanamide | HCID 10443 | — |
| Reactant | 3-Bromopropionitrile | HCID 17020 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (1-(2-Pyridinylmethyl)-15-pyrrolidin-1-yl)acetonitrile benzenesulfonate | HCID 5458873 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Methyl 3-(1-N-pyrrolidinyl-3-cyanopropyl)pyridine | HCID 23344422 | — |
Reaction Steps
1-cyanomethyl-1-(2-picolyl)pyrrolidinium benzenesulfonate (see Preparation II) is rearranged and alkylated with 3-bromopropionitrile as in Example 2. The resulting dicyanoamine is decyanated with sodium borohydride in ethanol to give the product. Purification is effected via the picrate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04220781 |
| Source dataset | uspto-grants-1980_09 |
| ORD ID | ord-77ed0ada2d654ca3bda0d891202c6bc6 |
| Source note | uspto-grants-1980_09 |