Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Hydrazine, ethyl-, ethanedioate (1:1) | HCID 96181 | — |
| Reactant | HCID 86664827 | HCID 86664827 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86664826 | HCID 86664826 | 410.5% |
Reaction Steps
To a solution of (Z)-3-amino-3-(2-chloropyridin-4-yl)acrylonitrile 20.2.A (2590 mg, 14420 μmol), and ethylhydrazine oxalate (3220 mg, 2144 μmol) in MeOH (70 mL) was added 2N HCl (18 mL). The reaction was stirred at 80° C. for 2 hr, when LC/MS indicated the completion of the reaction (m/e: 223). The reaction was concentrated and worked up between saturated NaHCO3. and iPrOH/CHCl3. Silica gel chromatography afforded the desired product 20.2.B 1.96 g (61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785468B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-692e330f34ab4f098d11e6f671132539 |
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| Source note | uspto-grants-2014_07 |
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