Trifluoroacetic acid → HCID 67358541, compound

HRID 2065679Notes

Reaction equation

HRID 2065679 reaction equation
FC(F)(F)C(O)=O.[N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][C:19]2[CH:24]=[CH:23][C:22]([CH2:25][C@H:26]([NH:30]C(OC(C)(C)C)=O)[C:27]([OH:29])=[O:28])=[CH:21][CH:20]=2)=[CH:10][CH:9]=1>C1COCC1>[NH2:30][C@@H:26]([CH2:25][C:22]1[CH:23]=[CH:24][C:19]([O:18][C:11]2[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:8]=[CH:9][CH:10]=2)=[CH:20][CH:21]=1)[C:27]([OH:29])=[O:28]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67360703HCID 67360703, compound

Product 1

HCID 67358541HCID 67358541, compoundYield 119.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Trifluoroacetic acid (5.5 g) is added dropwise to a stirred suspension of (S)-3-[4-(quinolin-4-yloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid (0.76 g, 1.88 mmol) in THF (2 mL) while cooling with an ice bath. The mixture is stirred at rt for 3 days, then it is concentrated under reduced pressure. The residue is treated with ethyl ether to give the title compound (0.692 g, 87%) as a trifluoroacetic acid salt.

Workup

  1. temperaturewhile cooling with an ice bath
  2. concentrationit is concentrated under reduced pressure
  3. additionThe residue is treated with ethyl ether

Sources & evidence

ORD record
ord-b9c3a46f2630468689986f07dd3d0ffc
Source dataset
uspto-grants-2012_10
Patent number
US08288549B2

Reaction notes

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