2,2,2-Trifluoroethanol → HCID 117824059, compound

HRID 59060

Reaction equation

HRID 59060 reaction equation
Cl[CH2:2][C:3]1[NH:8][C:7](=[O:9])[NH:6][C:5](=[O:10])[CH:4]=1.[F:11][C:12]([F:16])([F:15])[CH2:13][OH:14].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[F:11][C:12]([F:16])([F:15])[CH2:13][O:14][CH2:2][C:3]1[NH:8][C:7](=[O:9])[NH:6][C:5](=[O:10])[CH:4]=1

Participants

5

Reactant 3

HCID 64092,2,2-TrifluoroethanolHCID 10796Cesium carbonateHCID 732736-(Chloromethyl)-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 117824059HCID 117824059, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 6-(chloromethyl)pyrimidine-2,4(1H,3H)-dione (1 g, 6.23 mmol), 2,2,2-trifluoroethanol (2.235 mL, 31.14 mmol) and cesium carbonate (6.09 g, 18.68 mmol) in dimethylformamide (10 mL) was heated in a microwave oven at 100° C. for 30 min. The mixture was filtered and the volatiles were removed in vacuum. The residue was treated with diluted HCl (pH 4.5) and cooled to 0° C. The resulting crystals were collected by filtration and dried in vacuum cabinet to yield the title compound, 0.92 g (66%).

Workup

  1. filtrationThe mixture was filtered
  2. customthe volatiles were removed in vacuum
  3. additionThe residue was treated with diluted HCl (pH 4.5)
  4. temperaturecooled to 0° C
  5. filtrationThe resulting crystals were collected by filtration
  6. customdried in vacuum cabinet

Sources & evidence

ORD record
ord-f83ca43a663a4b1dbcd984fadc2d0142
Source dataset
uspto-grants-2016_09
Patent number
US09439904B2

Linked notes

Loading…