Water → HCID 21197493, compound

HRID 1371296Notes

Reaction equation

HRID 1371296 reaction equation
C([O:5][C:6](=[O:27])[CH2:7][O:8][C:9]1[C:18]([NH:19][S:20]([C:23]([F:26])([F:25])[F:24])(=[O:22])=[O:21])=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=1)(C)(C)C.C1(OC)C=CC=CC=1.O.FC(F)(F)C(O)=O>C(Cl)Cl>[F:25][C:23]([F:24])([F:26])[S:20]([NH:19][C:18]1[C:9]([O:8][CH2:7][C:6]([OH:27])=[O:5])=[CH:10][C:11]2[C:16]([CH:17]=1)=[CH:15][CH:14]=[CH:13][CH:12]=2)(=[O:21])=[O:22]

Participants

6

Reactant 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 53963331HCID 53963331, compound

Product 1

HCID 21197493HCID 21197493, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (3-trifluoromethylsulfonylamino-2-naphthyloxy)acetic acid tert-butyl ester (1.46 g, 3.60 mmol) in CH2Cl2(37 mL)-anisole(0.1 mL)-water(0.57 mL) at room temperature under nitrogen was added trifluroacetic acid (5.7 mL). After stirring at room temperature for 16 hrs, the mixture was evaporated to dryness and chased with toluene-CH2Cl2 (1:1). The residue was triturated with Et2O to give the title compound (1.17 g, 92%) as a solid. TLC(MeOH-CH2Cl2; 1:9) Rf=0.04.

Workup

  1. customthe mixture was evaporated to dryness and chased with toluene-CH2Cl2 (1:1)
  2. customThe residue was triturated with Et2O

Sources & evidence

ORD record
ord-971c666828144edba8d4e23cf983ab7e
Source dataset
uspto-grants-2007_01
Patent number
US07157430B2

Reaction notes

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