Triethylamine → HCID 73186132, compound

HRID 1891022Notes

Reaction equation

HRID 1891022 reaction equation
Cl.[N:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1.CO[CH:13](OC)[N:14]([CH3:16])[CH3:15].C(N(CC)CC)C>CN(C=O)C>[CH3:15][N:14]([CH3:16])[CH:13]=[C:8]([C:5]1[CH:6]=[CH:7][N:2]=[CH:3][CH:4]=1)[C:9]#[N:10]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 78373Dimethylformamide dimethyl acetalHCID 123966084-Pyridylacetonitrile hydrochloride

Product 1

HCID 73186132HCID 73186132, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of 4-pyridylacetonitrile hydrochloride (155 mg, 1 mmol) in DMF (0.5 mL) was added dimethylformamide dimethylacetal (2 mL) and triethylamine (0.15 mL, 1.1 eq). The mixture was heated at 110° C. for 9 hours and then concentrated to give 3-dimethylamino-2-pyridin-4-ylacrylonitrile (3, Ar=4-Py) as dark brown crystals and used for the next step without further purification.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-ddea6234ea134b4f803b3f501159def6
Source dataset
uspto-grants-2013_08
Patent number
US08507501B2

Reaction notes

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