Trifluoroacetic acid → HCID 57421237, compound

HRID 333789Notes

Reaction equation

HRID 333789 reaction equation
FC(F)(F)C(O)=O.C(OC(=O)[NH:14][CH2:15][CH2:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([CH:24]([CH3:38])[C:25]([OH:37])([C:30]2[CH:35]=[N:34][C:33]([CH3:36])=[CH:32][N:31]=2)[C:26]([F:29])([F:28])[F:27])=[C:20]([Cl:39])[CH:19]=1)(C)(C)C.C([O-])(O)=O.[Na+]>ClCCl.O>[NH2:14][CH2:15][CH2:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([CH:24]([CH3:38])[C:25]([C:30]2[CH:35]=[N:34][C:33]([CH3:36])=[CH:32][N:31]=2)([OH:37])[C:26]([F:29])([F:28])[F:27])=[C:20]([Cl:39])[CH:19]=1

Participants

6

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 57421234HCID 57421234, compound

Product 1

HCID 57421237HCID 57421237, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

Under an atmosphere of nitrogen, trifluoroacetic acid was added to a solution of (2-{3-chloro-4-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(5-methyl-pyrazin-2-yl)-propyl]-phenoxy}-ethyl)-carbamic acid tert-butyl ester (example 84) in dichloromethane. The reaction mixture was stirred for 1 h at r.t., and then diluted with water, neutralised (satd. NaHCO3) and extracted (ethyl acetate). The combined organic layers were dried, filtered, and evaporated. Flash chromatography provided the title compound. MS (m/e)=390.3 (MH+).

Workup

  1. extractionextracted (ethyl acetate)
  2. customThe combined organic layers were dried
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-edc8f4dd4d3a405a9f445a4fe882962b
Source dataset
uspto-grants-2014_11
Patent number
US08883786B2

Reaction notes

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