Sodium Cyanide → 2-(2-Methylpyridin-3-yl)acetonitrile

HRID 889296

Reaction equation

Cl[CH2:2][C:3]1[C:4]([CH3:9])=[N:5][CH:6]=[CH:7][CH:8]=1.[C-:10]#[N:11].[Na+].[Cl-].[NH4+]>CN(C=O)C>[CH3:9][C:4]1[C:3]([CH2:2][C:10]#[N:11])=[CH:8][CH:7]=[CH:6][N:5]=1

Participants

Conditions

Temperature: 45 °C

Procedure

970 mg (6.85 mmol) of the compound from Example 37A are initially introduced into 10 ml DMF, 336 mg (6.85 mmol) sodium cyanide are added and the mixture is stirred overnight at 45° C. The reaction mixture is introduced on to 75 ml saturated ammonium chloride solution and extracted several times with methylene chloride. The combined organic phases are dried over sodium sulfate, filtered and concentrated. The residue is purified by means of flash chromatography on silica gel (mobile phase: methylene chloride/methanol 20:1).

Workup

additionare added
extractionextracted several times with methylene chloride
dry with materialThe combined organic phases are dried over sodium sulfate
filtrationfiltered
concentrationconcentrated
customThe residue is purified by means of flash chromatography on silica gel (mobile phase: methylene chloride/methanol 20:1)

Sources & evidence

ORD record: ord-3b8056ed72f54a7daab4e4e314dd8c78
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08252817B2

Linked notes

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