Trifluoroacetic acid → HCID 21708006, compound

HRID 386478Notes

Reaction equation

HRID 386478 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N:14]([S:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)(=[O:24])=[O:23])[CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:9]=1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl.O>[NH2:7][C:8]1[CH:9]=[C:10]([N:14]([CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[S:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)(=[O:24])=[O:23])[CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67229784HCID 67229784, compound

Product 1

HCID 21708006HCID 21708006, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of [3-(benzenesulfonyl-benzyl-amino)-phenyl]-carbamic acid tert-butyl ester (1.09 g, 2.49 mmol) and trifluoroacetic acid (2.5 ml) in dichloromethane (22.5 ml) were stirred at room temperature for 90 minutes. The reaction mixture was diluted with water (100 ml) and extracted with dichloromethane (3×75 ml). The combined organics were dried (magnesium sulphate) and concentrated in vacuo to afford the title compound as a brown oil (0.83 g, 99%). HPLC retention time 5.9 min.

Workup

  1. extractionextracted with dichloromethane (3×75 ml)
  2. dry with materialThe combined organics were dried (magnesium sulphate)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-23811398264e4c9393b6e6d6077e1443
Source dataset
uspto-grants-2013_02
Patent number
US08372840B2

Reaction notes

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