Triethylamine → HCID 9856735, compound

HRID 651409Notes

Reaction equation

HRID 651409 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[C:6]([CH2:9][CH3:10])[N:5]=[CH:4][N:3]=1.[NH2:11][CH:12]1[CH2:17][O:16][CH:15]([CH3:18])[O:14][CH:13]1C.[CH2:20](N(CC)CC)C>C1(C)C=CC=CC=1>[Cl:8][C:7]1[C:2]([NH:11][CH:12]2[CH2:13][O:14][C:15]([CH3:18])([CH3:20])[O:16][CH2:17]2)=[N:3][CH:4]=[N:5][C:6]=1[CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 111376684,5-Dichloro-6-ethylpyrimidineHCID 21708424HCID 21708424, compound

Product 1

HCID 9856735HCID 9856735, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2.65 g (15 mmol) of 4,5-dichloro-6-ethyl-pyrimidine, 2.40 g (18.3 mmol) of 5-amino-2,4-dimethyl-1,3-dioxane and 3.03 g (30 mmol) of triethylamine were heated under reflux in 10 ml of toluene for 4 hours. After cooling, the mixture was extracted by stirring with water and the organic phase was dried and concentrated. For purification, the residue was chromatographed over silica gel (ethyl acetate/petroleum ether 4:1). This gave 0.46 g (11% of theory) of product as a colorless oil.

Workup

  1. temperatureAfter cooling
  2. extractionthe mixture was extracted
  3. customthe organic phase was dried
  4. concentrationconcentrated
  5. customFor purification
  6. customthe residue was chromatographed over silica gel (ethyl acetate/petroleum ether 4:1)

Sources & evidence

ORD record
ord-3ed18599afc24911a7a07195fc616248
Source dataset
uspto-grants-2001_08
Patent number
US06281221B1

Reaction notes

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