Trifluoroacetic acid → (1-Methylpiperidin-2-yl)piperazin-1-ylmethanone

HRID 499229Notes

Reaction equation

HRID 499229 reaction equation
C(O)(C(F)(F)F)=O.C(OC([N:15]1[CH2:20][CH2:19][N:18]([C:21]([CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][N:24]2[CH3:29])=[O:22])[CH2:17][CH2:16]1)=O)(C)(C)C>C(Cl)Cl>[CH3:29][N:24]1[CH2:25][CH2:26][CH2:27][CH2:28][CH:23]1[C:21]([N:18]1[CH2:19][CH2:20][NH:15][CH2:16][CH2:17]1)=[O:22]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 684576374-(1-Methylpiperidine-2-carbonyl)piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 68458326(1-Methylpiperidin-2-yl)piperazin-1-ylmethanoneYield 26.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2 ml of TFA are added to a solution of 0.84 g of the compound obtained in step 5.3, in 2 ml of DCM. The medium is stirred at AT for 6 h. The medium is evaporated, taken up several times in DCM, and evaporated so as to entrain the TFA. The medium is taken up in DCM and then treated with a 10% NH4OH solution. The organic phase is dried over MgSO4 and then evaporated, to give 0.15 g of the expected product.

Workup

  1. customThe medium is evaporated
  2. customevaporated so as
  3. additiontreated with a 10% NH4OH solution
  4. dry with materialThe organic phase is dried over MgSO4
  5. customevaporated

Sources & evidence

ORD record
ord-0834ac3fee5d42198a5a63a47cef7077
Source dataset
uspto-grants-2010_08
Patent number
US07767681B2

Reaction notes

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