Dimethylamine → 4-(Dimethylamino)quinazoline-6-carbaldehyde

HRID 2261087Notes

Reaction equation

HRID 2261087 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH:12]=[O:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[CH3:14][NH:15][CH3:16]>O1CCOCC1.O>[CH3:14][N:15]([CH3:16])[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH:12]=[O:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 574696394-Chloroquinazoline-6-carbaldehyde

Product 1

HCID 574696434-(Dimethylamino)quinazoline-6-carbaldehyde

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

4-Chloro-quinazoline-6-carbaldehyde (200 mg, 1 mmol) was dissolved in 10 ml dioxane. To this solution was added a solution of dimethylamine in water (Seq.). The mixture was stirred during 2 h at r.t. Evaporation of the solvents and remaining amine under high vacuum afforded pure 4-Dimethylamino-quinazoline-6-carbaldehyde as a yellow solid, which was used for the next step without further purification (190 mg=91%).

Workup

  1. customEvaporation of the solvents

Sources & evidence

ORD record
ord-19e89ecccf8b403fa39709139227c3eb
Source dataset
uspto-grants-2010_12
Patent number
US07846925B2

Reaction notes

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