Trifluoroacetic acid → HCID 58452305, compound

HRID 70550

Reaction equation

HRID 70550 reaction equation
C([SiH](C(C)C)C(C)C)(C)C.FC(F)(F)C(O)=O.[I:18][C:19]1[N:24]=[C:23]([O:25][CH3:26])[C:22]([O:27]CC2C=CC(OC)=CC=2)=[CH:21][CH:20]=1>C(Cl)(Cl)Cl>[I:18][C:19]1[N:24]=[C:23]([O:25][CH3:26])[C:22]([OH:27])=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 138754Silane, tris(1-methylethyl)-HCID 866580066-Iodo-2-methoxy-3-[(4-methoxybenzyl)oxy]pyridine

Product 1

HCID 58452305HCID 58452305, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
0 °C

Procedure

Triisopropylsilane (2.1 g) and trifluoroacetic acid (4.0 mL) were added to a solution of 6-iodo-2-methoxy-3-[(4-methoxybenzyl)oxy]pyridine (1 g) in chloroform (10 mL), and the mixture was stirred at 0° C. for one hour. The solvent was evaporated from the reaction solution under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=90:10→50:50) to give the title compound as a colorless powder (604 mg, 96%).

Workup

  1. customThe solvent was evaporated from the reaction solution under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=90:10→50:50)

Sources & evidence

ORD record
ord-183bad4a36804068b6fe87ce50790428
Source dataset
uspto-grants-2014_09
Patent number
US08822503B2

Linked notes

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