Trifluoroacetic acid → HCID 67486234, compound

HRID 1972168Notes

Reaction equation

HRID 1972168 reaction equation
[CH3:1][C:2]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH:15]C(=O)OC(C)(C)C)[CH:10]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.FC(F)(F)C(O)=O>ClCCl>[CH3:1][C:2]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH2:15])[CH:10]=2)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67486552HCID 67486552, compound

Product 1

HCID 67486234HCID 67486234, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 4-(2-methylpyridin-3-yloxy)pyridin-2-ylcarbamate (5.5 g, 18.3 mmol) was diluted in dichloromethane (20 mL). Trifluoroacetic acid (20 mL) was added and the reaction was stirred for 3 hours at ambient temperature. The reaction was concentrated, and saturated sodium bicarbonate solution was added to the residue. The aqueous layer was extracted with ethyl acetate and organic layer was dried and concentrated to give the title compound (3.67 g, 99% yield) as light yellow oil.

Workup

  1. concentrationThe reaction was concentrated
  2. additionsaturated sodium bicarbonate solution was added to the residue
  3. extractionThe aqueous layer was extracted with ethyl acetate and organic layer
  4. customwas dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-1c047d5afb304f97a3f7cad3b29c416e
Source dataset
uspto-grants-2013_04
Patent number
US08431713B2

Reaction notes

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