Dimethylamine → HCID 86586427, compound

HRID 720254Notes

Reaction equation

HRID 720254 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7]C#N)=[CH:3][CH:2]=1.C(OC([N:19]([CH3:21])[CH3:20])N(C)C)(C)(C)C.C[NH:23][CH3:24].[C:25](O)(C)(C)C>ClCCl.C(OCC)(=O)C>[CH3:21][N:19]([CH:7]=[C:4]1[CH:3]=[CH:2][N:1]=[C:6]([CH2:25][C:24]#[N:23])[CH2:5]1)[CH3:20]

Participants

6

Reactant 4

HCID 674DimethylamineHCID 6386tert-ButanolHCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 41120852-(Pyridin-4-yl)acetonitrile

Product 1

HCID 86586427HCID 86586427, compound

Reagents, catalysts & solvents 1

HCID 21226138Dichloromethane ethylacetateSolvent

Procedure

4-Pyridylacetonitrile 7.52 g (63.7 mmol) and tert-butoxybis(dimethylamino)methane 11.09 g (63.7 mmol) are stirred at 100° C. for 2 h. During this, liberated dimethylamine and t-butanol is discharged to the atmosphere by means of a vacuum pump through a gentle reduced pressure flow. Flash chromatography (dichloromethane/ethyl acetate 50:1->20:1) affords the title compound.

Sources & evidence

ORD record
ord-cd6c66ffbebc4796948be8717299d0df
Source dataset
uspto-grants-2006_11
Patent number
US07135474B2

Reaction notes

Loading…