tert-Butyl piperazine-1-carboxylate → HCID 131731426, compound

HRID 1844614Notes

Reaction equation

HRID 1844614 reaction equation
[K:1].Br[CH2:3][B-:4]([F:7])([F:6])[F:5].[N:8]1([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1>O1CCCC1>[K:1].[C:17]([O:16][C:14]([N:8]1[CH2:13][CH2:12][N:11]([CH2:3][B-:4]([F:7])([F:6])[F:5])[CH2:10][CH2:9]1)=[O:15])([CH3:20])([CH3:18])[CH3:19]

Participants

4

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 131732425HCID 131732425, compound

Product 1

HCID 131731426HCID 131731426, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

5.00 g potassium-bromomethyl-trifluoroborate are added to a solution of 4.87 g tert-butyl piperazine-1-carboxylate in 25 ml of tetrahydrofuran. The mixture is stirred for 3 h at 80° C. and then cooled to ambient temperature. The solvent is removed, and the residue is suspended in 50 ml acetone and combined with 3.44 g potassium carbonate. The mixture is stirred overnight at ambient temperature. Then the mixture is filtered and the filtrate is evaporated down. The oil remaining is combined with diisopropylether and the colourless precipitate formed after a while is separated off and dried.

Workup

  1. temperaturecooled to ambient temperature
  2. customThe solvent is removed
  3. stirringThe mixture is stirred overnight at ambient temperature
  4. filtrationThen the mixture is filtered
  5. customthe filtrate is evaporated down
  6. customthe colourless precipitate formed after a while
  7. customis separated off
  8. customdried

Sources & evidence

ORD record
ord-1ca63e03375d4532877cccabd91391d3
Source dataset
uspto-grants-2015_02
Patent number
US08946438B2

Reaction notes

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