N,N-Dimethylacrylamide → HCID 11289559, compound

HRID 229368Notes

Reaction equation

HRID 229368 reaction equation
[CH2:1]([NH:3][C:4]([NH:6][C:7]1[N:8]=[C:9]2[CH:14]=[C:13]([C:15]3[NH:16][N:17]=[C:18]([CH3:20])[N:19]=3)[CH:12]=[CH:11][N:10]2[CH:21]=1)=[O:5])[CH3:2].F[C:23](F)(F)C(N)=O.CN(C(C=C)=O)C>C(O)C>[CH3:23][N:17]1[C:18]([CH3:20])=[N:19][C:15]([C:13]2[CH:12]=[CH:11][N:10]3[CH:21]=[C:7]([NH:6][C:4]([NH:3][CH2:1][CH3:2])=[O:5])[N:8]=[C:9]3[CH:14]=2)=[N:16]1

Participants

5

Reactant 3

HCID 17587N,N-DimethylacrylamideHCID 67717TrifluoroacetamideHCID 178465299HCID 178465299, compound

Product 1

HCID 11289559HCID 11289559, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
125 °C

Procedure

A mixture of nitrile 4 (0.500 g, 1.7 mmol), 0.50 g trifluoroacetamide and 0.25 g dimethylaminoacrolein in 5 mL ethanol was heated to 125° C. for 2 h by microwave irradiation (CEM, 300 watt). The reaction was then evaporated in vacuo and the residue was purified by silica gel chromatography (gradient elution: 0-20% ethyl acetate/dichloromethane) to give pyrimidine 5.

Workup

  1. customThe reaction was then evaporated in vacuo
  2. customthe residue was purified by silica gel chromatography (gradient elution: 0-20% ethyl acetate/dichloromethane)

Sources & evidence

ORD record
ord-cda5da00753d473fb6214fba7a966330
Source dataset
uspto-grants-2009_07
Patent number
US07563788B2

Reaction notes

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