Tetrahydrofuran → HCID 86762018, compound

HRID 1896185Notes

Reaction equation

HRID 1896185 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][C:10]2=[O:15])=[N:7][CH:8]=1.C1COCC1.Br[CH2:24][C:25]([O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:26]>C(N(CC)CC)C>[O:15]=[C:10]1[N:9]([C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:16])[F:17])=[CH:8][N:7]=2)[CH2:14][CH2:13][N:12]([CH2:24][C:25]([O:27][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[O:26])[CH2:11]1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 62576Benzyl bromoacetateHCID 67083518HCID 67083518, compound

Product 1

HCID 86762018HCID 86762018, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

1.12 g of 1-(5-trifluoromethylpyridin-2-yl)piperazin-2-one, 40 ml of THF and 0.87 ml of benzyl bromoacetate are placed in 1.5 ml of triethylamine in a round-bottomed flask equipped with a magnetic stirrer. The mixture is reacted under a stream of nitrogen overnight at room temperature. The solvent is evaporated off and the residue is purified by flash chromatography on a Biotage® column, using 1/1 hexane/ethyl acetate as eluent. 2.9 g of title product are isolated in the form of a white solid.

Workup

  1. customequipped with a magnetic stirrer
  2. customThe mixture is reacted under a stream of nitrogen overnight at room temperature
  3. customThe solvent is evaporated off
  4. customthe residue is purified by flash chromatography on a Biotage® column

Sources & evidence

ORD record
ord-6c12035d551b4cca8919595e452fe3e0
Source dataset
uspto-grants-2013_08
Patent number
US08518947B2

Reaction notes

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