Trifluoroacetic acid → HCID 66802126, compound

HRID 2200170Notes

Reaction equation

HRID 2200170 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:14]2[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH:15]=2)[CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1)([O-:3])=[O:2].FC(F)(F)C(O)=O.C([O-])(O)=O.[Na+]>ClCCl>[N+:1]([C:4]1[CH:5]=[C:6]([C:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH:15]=2)[CH:7]=[C:8]([C:10]([F:11])([F:12])[F:13])[CH:9]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 66802105HCID 66802105, compound

Product 1

HCID 66802126HCID 66802126, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolve tert-butyl 4-(3-nitro-5-(trifluoromethyl)phenyl)-5,6-dihydropyridine-1(2H)-carboxylate (300 mg, 0.81 mmol) in dichloromethane (10 mL), add trifluoroacetic acid (3 mL), stir at room temperature overnight. Adjust pH=8 with saturated NaHCO3 solution, extract with ethyl acetate, wash the organic extract with water and brine sequentially, dry over anhydrous sodium sulfate. Concentrate under reduced pressure to provide yellow oil (220 mg, 100%) which is used directly in next step.

Workup

  1. extractionextract with ethyl acetate
  2. washwash the
  3. extractionorganic extract with water and brine sequentially
  4. dry with materialdry over anhydrous sodium sulfate
  5. concentrationConcentrate under reduced pressure

Sources & evidence

ORD record
ord-2aaa881341d4452f87cf308659fe076f
Source dataset
uspto-grants-2016_06
Patent number
US09359338B2

Reaction notes

Loading…