Trifluoroacetic acid methylene chloride → HCID 67414694, compound

HRID 906037Notes

Reaction equation

HRID 906037 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([C:14]2[CH:19]=[CH:18][C:17]([N:20]3[CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21]3)=[CH:16][CH:15]=2)=C)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C(Cl)Cl.[C:36]([OH:42])([C:38]([F:41])([F:40])[F:39])=[O:37]>>[F:39][C:38]([F:41])([F:40])[C:36]([O-:42])=[O:37].[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([C:14]2[CH:19]=[CH:18][C:17]([N:20]3[CH2:25][CH2:24][NH2+:23][CH2:22][CH2:21]3)=[CH:16][CH:15]=2)=[O:37])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 57439883HCID 57439883, compound

Product 1

HCID 67414694HCID 67414694, compoundYield 95%

Procedure

tert-butyl 4-[4-(1-{[4-(acetyloxy)phenyl]amino}vinyl)phenyl]piperazine-1-carboxylate (0.1 M) in a solution of DCM/TFA (2/3) was stirred at RT for 30 min. The organic solvent was evaporated in vacuo and the crude residue was scratched with Et2O. The resultant white solid precipitate was filtered off to afford the title compound (95%); MS (ES+) m/z 339 (M+H)+

Workup

  1. customThe organic solvent was evaporated in vacuo
  2. filtrationThe resultant white solid precipitate was filtered off

Sources & evidence

ORD record
ord-a9eb63e8e30246309e29765be4102858
Source dataset
uspto-grants-2011_09
Patent number
US08012982B2

Reaction notes

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