Trifluoroacetic acid → HCID 117641935, compound

HRID 922784Notes

Reaction equation

HRID 922784 reaction equation
[F:1][C:2]([F:19])([F:18])[CH:3]([NH:6][CH2:7][C@@H:8]([NH:10]C(=O)OC(C)(C)C)[CH3:9])[CH2:4][I:5].[C:20]([OH:26])([C:22]([F:25])([F:24])[F:23])=[O:21]>C(Cl)Cl>[F:23][C:22]([F:25])([F:24])[C:20]([OH:26])=[O:21].[F:1][C:2]([F:18])([F:19])[CH:3]([NH:6][CH2:7][C@@H:8]([NH2:10])[CH3:9])[CH2:4][I:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89554963HCID 89554963, compound

Product 1

HCID 117641935HCID 117641935, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of tert-butyl ((2S)-1-((1,1,1-trifluoro-3-iodopropan-2-yl)amino)propan-2-yl)carbamate (1.6 g, 4.04 mmol) and DCM (8.08 ml) was added TFA (6.22 ml, 81 mmol). Stirred for 1 hour at ambient temperature and then the solution was concentrated. The residue was azeotroped with toluene (3×10 ml) to provide (2S)—N1-(1,1,1-trifluoro-3-iodopropan-2-yl)propane-1,2-diamine 2,2,2-trifluoroacetate as a yellow oil that was used without further purification. LRMS m/z (M+H)+ 297.1 found, 297.0 required.

Workup

  1. concentrationthe solution was concentrated
  2. customThe residue was azeotroped with toluene (3×10 ml)

Sources & evidence

ORD record
ord-391c7f591395417b82bbca2c60dc542c
Source dataset
uspto-grants-2016_03
Patent number
US09278960B2

Reaction notes

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