Water → HCID 59313017, compound

HRID 2389748Notes

Reaction equation

HRID 2389748 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([S:8][CH3:9])[N:5]=[C:4]([NH2:10])[CH:3]=1.Cl[CH2:12][C:13](=O)[C:14]([F:17])([F:16])[F:15].O>CN(C=O)C>[Cl:1][C:2]1[N:7]=[C:6]([S:8][CH3:9])[N:5]2[CH:12]=[C:13]([C:14]([F:17])([F:16])[F:15])[N:10]=[C:4]2[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 704964-Amino-6-chloro-2-methylthiopyrimidineHCID 27738371-CHLORO-3,3,3-TRIFLUOROACETONE

Product 1

HCID 59313017HCID 59313017, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

5 g (28.5 mmol) of 6-chloro-2-(methylthio)pyrimidine-4-amine and 6.26 g (42.7 mmol) of 3-chloro-1,1,1-trifluoropropanone are dissolved in 200 ml of DMF and heated at 120° C. for 16 h. After the reaction is complete, water is added and the mixture is extracted three times with ethyl acetate. The combined organic phases are dried over sodium sulphate and the product is purified by silica gel chromatography. Drying under high vacuum results in 3.5 g (45% of theory) of the product as a solid.

Workup

  1. extractionthe mixture is extracted three times with ethyl acetate
  2. dry with materialThe combined organic phases are dried over sodium sulphate
  3. customthe product is purified by silica gel chromatography
  4. customDrying under high vacuum

Sources & evidence

ORD record
ord-38174c44b11444dba19abb16968b74ce
Source dataset
uspto-grants-2012_09
Patent number
US08273752B2

Reaction notes

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