Trifluoroacetic acid → 1-Isopropylpiperazine

HRID 58192Notes

Reaction equation

HRID 58192 reaction equation
C(O)(C(F)(F)F)=O.[CH:8]([N:11]1[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]1)([CH3:10])[CH3:9]>C(Cl)Cl>[CH:8]([N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)([CH3:10])[CH3:9]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 105613521-Boc-4-isopropylpiperazine

Product 1

HCID 780131-IsopropylpiperazineYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (15 mL) was slowly added to a stirred solution of tert-butyl 4-isopropylpiperazine-1-carboxylate (13 g crude) in dry DCM (20 mL) under argon atmosphere at 0° C. The resulting reaction mixture was allowed to warm to room temperature and stirred for 18 hr. The reaction mass was concentrated under vacuum and triturated the residue with n-hexane and diethyl ether. Dried under vacuum to afford the title compound (7 g, yield: 97%). MS (ESI): 129.1 [M+H]+.

Workup

  1. customThe resulting reaction mixture
  2. concentrationThe reaction mass was concentrated under vacuum
  3. customtriturated the residue with n-hexane and diethyl ether
  4. customDried under vacuum

Sources & evidence

ORD record
ord-433e86a22c274fb0b24ffbc486d14e65
Source dataset
uspto-grants-2016_09
Patent number
US09434697B2

Reaction notes

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