Trifluoroacetic acid → HCID 67313356, compound

HRID 1010894Notes

Reaction equation

HRID 1010894 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][C:13]([C@@H:16]([OH:23])[CH2:17][NH:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:12][CH:11]=1)[CH3:9])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)(Cl)Cl>[NH2:7][C@H:8]([C:10]1[CH:15]=[CH:14][C:13]([C@@H:16]([OH:23])[CH2:17][NH:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:12][CH:11]=1)[CH3:9]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131729006HCID 131729006, compound

Product 1

HCID 67313356HCID 67313356, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

78 mg of the compound [6-1] was dissolved in 2 mL of chloroform, then 2 mL of trifluoroacetic acid was added thereto, and the mixture was stirred for 1 hour at room temperature. The reaction mixture was concentrated under reduced pressure, dissolved in methanol, and passed through a weak ion exchange resin to remove the trifluoroacetic acid. The solvent was distilled off to obtain 55 mg of (1R)-1-{4-[(1S)-1-aminoethyl]phenyl}-2-(tert-butylamino)ethanol [11-3] as a white solid. The compound [11-3] (hereinafter, referred to as the compound [11-3]) was used in the subsequent reaction without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutiondissolved in methanol
  3. customto remove the trifluoroacetic acid
  4. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-65999d23c24e483bbdf8cf2bc89285b3
Source dataset
uspto-grants-2011_07
Patent number
US07977336B2

Reaction notes

Loading…