Trifluoroacetic acid → [(1S,2E)-4-(2,3-dihydro-1H-indol-1-yl)-1-(2-methylpropyl)-4-oxo-2-buten-1-yl]amine trifluoroacetate

HRID 78741Notes

Reaction equation

HRID 78741 reaction equation
[N:1]1([C:10](=[O:26])/[CH:11]=[CH:12]/[C@@H:13]([NH:18]C(=O)OC(C)(C)C)[CH2:14][CH:15]([CH3:17])[CH3:16])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[C:27]([OH:33])([C:29]([F:32])([F:31])[F:30])=[O:28]>C(Cl)Cl>[F:30][C:29]([F:32])([F:31])[C:27]([OH:33])=[O:28].[N:1]1([C:10](=[O:26])/[CH:11]=[CH:12]/[C@@H:13]([NH2:18])[CH2:14][CH:15]([CH3:17])[CH3:16])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68085203HCID 68085203, compound

Product 1

HCID 86704317[(1S,2E)-4-(2,3-dihydro-1H-indol-1-yl)-1-(2-methylpropyl)-4-oxo-2-buten-1-yl]amine trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,1-dimethylethyl [(1S,2E)-4-(2,3-dihydro-1H-indol-1-yl)-1-(2-methylpropyl)-4-oxo-2-buten-1-yl]carbamate (3.21 g, 8.95 mmol) in CH2Cl2 (10.0 mL) was added TFA (10 mL, 130 mmol). The reaction mixture was stirred for 17.5 h at RT and then concentrated under reduced pressure and dried under high vacuum to afford the title compound. LC-MS m/z 259 (M+H)+, 0.76 min (ret time).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-64ed5fba232d4db5a6ef3f75ef620df6
Source dataset
uspto-grants-2014_09
Patent number
US08841463B2

Reaction notes

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