3-Pyridineacetonitrile → HCID 9648379, compound

HRID 1992068Notes

Reaction equation

HRID 1992068 reaction equation
Cl.[NH2:2][OH:3].O(C)[Na].[N:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][C:14]#[N:15])[CH:8]=1>>[OH:3]/[N:2]=[C:14](\[NH2:15])/[CH2:13][C:9]1[CH:8]=[N:7][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 3

HCID 809233-PyridineacetonitrileHCID 443297Hydroxyamine hydrochlorideHCID 178418582HCID 178418582, compound

Product 1

HCID 9648379HCID 9648379, compound

Procedure

Hydroxylamine hydrochloride (0.87 g, 0.0125 mmol) was added to 0.5M NaOCH3 (25 mL, 0.0125 mmol) and stirred at ambient temperature for 30 min. The reaction mixture was filtered and the filtrate was combined with pyridin-3-ylacetonitrile (1.18 g, 0.010 mmol). The resultant mixture was heated at reflux for 2 h, stirred at ambient temperature overnight and concentrated to give crude (1Z)-N′-hydroxy-2-pyridin-3-ylethanimidamide which was used immediately without purification. ES-LCMS m/z 152.18 (M+H).

Workup

  1. filtrationThe reaction mixture was filtered
  2. temperatureat reflux for 2 h
  3. stirringstirred at ambient temperature overnight
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-ec1b5560109f486398bc83011feb646c
Source dataset
uspto-grants-2010_01
Patent number
US07645771B2

Reaction notes

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