Trifluoroacetic acid → HCID 58370238, compound

HRID 2075525Notes

Reaction equation

HRID 2075525 reaction equation
C([O:5][C:6](=[O:36])[C:7]([NH:10][C:11]([C:13]1[CH:22]=[C:21]([Cl:23])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]=1[O:24][CH2:25][C:26]1[CH:27]=[N:28][C:29]([C:32]([F:35])([F:34])[F:33])=[N:30][CH:31]=1)=[O:12])([CH3:9])[CH3:8])(C)(C)C.FC(F)(F)C(O)=O>O>[Cl:23][C:21]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([O:24][CH2:25][C:26]2[CH:31]=[N:30][C:29]([C:32]([F:34])([F:35])[F:33])=[N:28][CH:27]=2)=[C:13]([C:11]([NH:10][C:7]([CH3:9])([CH3:8])[C:6]([OH:36])=[O:5])=[O:12])[CH:22]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66701132HCID 66701132, compound

Product 1

HCID 58370238HCID 58370238, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.015 g 2-{[4-chloro-1-(2-trifluoromethyl-pyrimidin-5-ylmethoxy)-naphthalene-2-carbonyl]-amino}-2-methyl-propionic acid tert-butyl ester was dissolved in 5 mL of a mixture consisting of 95% trifluoroacetic acid, 2.5% triethylsilanes and 2.5% of water. This was left stirring at room temperature for 30 minutes, and then it was concentrated in vacuo. Purification was performed by flash chromatography on silica using methanol/dichloromethane to give 0.007 g (53%) of 2-{[4-Chloro-1-(2-trifluoromethyl-pyrimidin-5-ylmethoxy)-naphthalene-2-carbonyl]-amino}-2-methyl-propionic acid.

Workup

  1. waitThis was left
  2. concentrationit was concentrated in vacuo
  3. customPurification

Sources & evidence

ORD record
ord-497b2a2e4195438ab71355880650ad70
Source dataset
uspto-grants-2011_04
Patent number
US07919628B2

Reaction notes

Loading…