Trifluoroacetic acid → HCID 22118869, compound

HRID 1275054Notes

Reaction equation

HRID 1275054 reaction equation
C([O:3][CH:4](OCC)[CH2:5][CH2:6][C:7]1[CH:16]=[N:15][C:10]2=[N:11][CH:12]=[CH:13][N:14]=[C:9]2[CH:8]=1)C.FC(F)(F)C(O)=O>C(Cl)Cl>[N:14]1[CH:13]=[CH:12][N:11]=[C:10]2[N:15]=[CH:16][C:7]([CH2:6][CH2:5][CH:4]=[O:3])=[CH:8][C:9]=12

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22118874HCID 22118874, compound

Product 1

HCID 22118869HCID 22118869, compoundYield 57.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 7-(3,3-diethoxypropyl)-pyrido[2,3-b]pyrazine (522 mg in 20 mL chloroform) at 0° C. was added 20 mL of 50% aqueous trifluoroacetic acid and the mixture allowed to warm slowly to room temperature. After 30 minutes, the mixture was diluted with methylene chloride and the reaction quenched by the cautious addition of saturated sodium bicarbonate. The organics were concentrated in vacuo and purified by flash chromatography on silica gel (ethyl acetate:hexane, 1:1; then methylene chloride:methanol, 95:5) to give the title compound (0.214 g).

Workup

  1. customthe reaction quenched by the cautious addition of saturated sodium bicarbonate
  2. concentrationThe organics were concentrated in vacuo
  3. custompurified by flash chromatography on silica gel (ethyl acetate

Sources & evidence

ORD record
ord-e2e6692f6e164be2ad3c2447c50468be
Source dataset
uspto-grants-2000_12
Patent number
US06159975

Reaction notes

Loading…