Trifluoroacetic acid → HCID 86598294, compound

HRID 902668Notes

Reaction equation

HRID 902668 reaction equation
C(OC(=O)[N:7]([O:16][CH2:17][CH2:18][CH2:19][N:20]([CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([C:42]([F:45])([F:44])[F:43])[C:37]=1[Cl:46])[CH2:21][CH:22]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1)(C)(C)C.C(O)(C(F)(F)F)=O.C([O-])(O)=O.[Na+]>C(Cl)Cl>[Cl:46][C:37]1[C:38]([C:42]([F:43])([F:44])[F:45])=[CH:39][CH:40]=[CH:41][C:36]=1[CH2:35][N:20]([CH2:21][CH:22]([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[CH2:19][CH2:18][CH2:17][O:16][NH:7][C:8]1[CH:9]=[CH:10][C:11]([O:14][CH3:15])=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 86598295HCID 86598295, compound

Product 1

HCID 86598294HCID 86598294, compoundYield 70.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of {3-[(2-chloro-3-trifluoromethyl-benzyl)-(2,2-diphenyl-ethyl-amino)]-propoxy}-4-methoxy-phenyl carbamic acid tert-butyl ester (0.05 g, 0.075 mmol) and CH2Cl2 (2 mL), TFA (0.20 mL, 1.2 mmol) was added and the reaction mixture was stirred for 1 h. The mixture was then poured into NaHCO3, extracted with CH2Cl2, dried over Na2SO4, filtered, and concentrated to yield the product as a yellow oil (0.03 g, 70%): MS(ES) m/e 569.4 [M+H]+.

Workup

  1. extractionextracted with CH2Cl2
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-4e8feaa59cee40a092ceb74e742d31ae
Source dataset
uspto-grants-2008_04
Patent number
US07365085B2

Reaction notes

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