Water → HCID 69829475, compound

HRID 352119Notes

Reaction equation

HRID 352119 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[O:9][CH:10]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:11][CH2:12][CH2:13]Cl.[C:21]([O:25][C:26]([N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1)=[O:27])([CH3:24])([CH3:23])[CH3:22].[I-].[K+].O>CN1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[O:9][CH:10]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:11][CH2:12][CH2:13][N:31]1[CH2:30][CH2:29][N:28]([C:26]([O:25][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:27])[CH2:33][CH2:32]1

Participants

6

Reactant 4

HCID 962WaterHCID 4875Potassium IodideHCID 143452tert-Butyl piperazine-1-carboxylateHCID 22715106HCID 22715106, compound

Product 1

HCID 69829475HCID 69829475, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 84541-MethylpyrrolidineSolvent

Procedure

A solution of the product from Example 22 step (b) (0.20 g, 0.61 mmol), 1-tert-butoxycarbonylpiperazine (0.34 g, 1.83 mmol) and potassium iodide (0.051 mg, 0.31 mmol) in N-methylpyrrolidine was heated to 100° C. in a sealed vessel and stirred for 4 h. The reaction was cooled and poured into water (50 ml) and the mixture extracted with ethyl acetate (3×50 ml). The combined organic extracts were washed with water (3×30 ml), dried (magnesium sulphate) and evaporated to leave an oily residue (0.20 g, 70%).

Workup

  1. temperatureThe reaction was cooled
  2. extractionthe mixture extracted with ethyl acetate (3×50 ml)
  3. washThe combined organic extracts were washed with water (3×30 ml)
  4. dry with materialdried (magnesium sulphate)
  5. customevaporated

Sources & evidence

ORD record
ord-e21abf7a443848a0943e5ce578cbba7c
Source dataset
uspto-grants-2004_06
Patent number
US06743939B2

Reaction notes

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