1-Isopropylpiperazine → HCID 86700441, compound

HRID 879631Notes

Reaction equation

HRID 879631 reaction equation
[CH:1]([N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)([CH3:3])[CH3:2].Br[C:11]1[S:12][C:13]([Br:16])=[CH:14][N:15]=1.CCN(C(C)C)C(C)C>O1CCOCC1>[Br:16][C:13]1[S:12][C:11]([N:7]2[CH2:8][CH2:9][N:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][CH2:6]2)=[N:15][CH:14]=1

Participants

5

Reactant 3

HCID 780131-IsopropylpiperazineHCID 81531DiisopropylethylamineHCID 3123942,5-Dibromothiazole

Product 1

HCID 86700441HCID 86700441, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

In a 50 mL round bottom flask, 1-isopropylpiperazine (224 mg, 1.74 mmol) was dissolved in 4 mL dioxane. 2,5-Dibromothiazole (650 mg, 1.5 eq.) and DIEA (670 mg, 3 eq.) were added and the reaction was heated to 50° C. overnight. Reaction mixture was cooled and extracted using ethyl acetate /brine. The organic layer was concentrated and purified via combiflash to give desired compound. LCMS-ESI+: calc'd for C10H17BrN3S: 290.0 (M+H+); Found: 290.2 (M+H+).

Workup

  1. customReaction mixture
  2. temperaturewas cooled
  3. extractionextracted
  4. concentrationThe organic layer was concentrated
  5. custompurified via combiflash

Sources & evidence

ORD record
ord-f0c63d6ad1104132adcd296f9cab30a2
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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