Trifluoroacetic acid → HCID 9882676, compound

HRID 963338Notes

Reaction equation

HRID 963338 reaction equation
[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9](=[O:25])[CH2:10][CH2:11][CH:12]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]2)=[C:4]([O:26][CH3:27])[CH:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9](=[O:25])[CH2:10][CH2:11][CH:12]2[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]2)=[C:4]([O:26][CH3:27])[CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 19081835HCID 19081835, compound

Product 1

HCID 9882676HCID 9882676, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(4-Amino-5-chloro-2-methoxyphenyl)-3-[1-(tert-butoxycarbonyl)-piperidin-4-yl]propan-1-one (1.5 g, 3.8 mmol) was dissolved in methylene chloride (20 mL) and trifluoroacetic acid (5 mL) was added to the solution. After 30 minutes the solution was washed with aqueous ammonium hydroxide, and dried over sodium sulfate. Evaporation of the solvents gave 1-(4-amino-5-chloro-2-methoxyphenyl)-3-(piperidin-4-yl)-propan-1-one (1.1 g, 3.8 mmol), m.p. 138°-140° C.

Workup

  1. washAfter 30 minutes the solution was washed with aqueous ammonium hydroxide
  2. dry with materialdried over sodium sulfate
  3. customEvaporation of the solvents

Sources & evidence

ORD record
ord-f6e7047bd06449d9b2a21a495f1f872e
Source dataset
uspto-grants-1998_06
Patent number
US05763458

Reaction notes

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