Trifluoroacetic acid → HCID 59020410, compound

HRID 970443Notes

Reaction equation

HRID 970443 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][NH:11][C:12]([NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([N+:21]([O-:23])=[O:22])[CH:16]=1)=[O:13])(C)(C)C.FC(F)(F)C(O)=O.C([O-])(O)=O.[Na+]>>[NH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12]([NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([N+:21]([O-:23])=[O:22])[CH:16]=1)=[O:13]

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 59020473HCID 59020473, compound

Product 1

HCID 59020410HCID 59020410, compound

Procedure

6.4 g (18.9 mmol) of {3-[3-(3-nitro-phenyl)-ureido]-propyl}-carbamic acid-tert-butyl ester is mixed with 22 ml of trifluoroacetic acid and stirred for 2 hours at room temperature. The solvent is drawn off, the batch is mixed with NaHCO3 solution and extracted from ethyl acetate. The combined organic phases are filtered through a Whatman filter and concentrated by evaporation. 4.4 g (18.5 mmol, corresponding to 97% of theory) of the product is obtained.

Workup

  1. extractionextracted from ethyl acetate
  2. filtrationThe combined organic phases are filtered through a Whatman
  3. filtrationfilter
  4. concentrationconcentrated by evaporation
  5. custom4.4 g (18.5 mmol, corresponding to 97% of theory) of the product is obtained

Sources & evidence

ORD record
ord-06e0d5ce50214c20ab3a7f8aedd3c041
Source dataset
uspto-grants-2007_12
Patent number
US07312225B2

Reaction notes

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