Trifluoroacetic acid → HCID 57917592, compound

HRID 1878424Notes

Reaction equation

HRID 1878424 reaction equation
[CH:1]1([NH:5][C:6]([C:8]2[CH:9]=[C:10]([CH:25]=[CH:26][CH:27]=2)[CH2:11][N:12]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]2)=[O:7])[CH2:4][CH2:3][CH2:2]1.FC(F)(F)C(O)=O>ClCCl>[CH:1]1([NH:5][C:6](=[O:7])[C:8]2[CH:27]=[CH:26][CH:25]=[C:10]([CH2:11][N:12]3[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]3)[CH:9]=2)[CH2:2][CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57917626HCID 57917626, compound

Product 1

HCID 57917592HCID 57917592, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of tert-butyl 4-(3-(cyclobutylcarbamoyl)benzyl)piperazine-1-carboxylate (8.84 mmol, 3.3 g) in dichloromethane (10 mL) was added trifluoroacetic acid (5 ml). The reaction mixture was stirred for 24 hours then concentrated under reduced pressure. Purification by strong cation exchange column chromatography gave the title compound (2.4 g). MS (ESI) m/z 274.5 [M+H]+

Workup

  1. concentrationthen concentrated under reduced pressure
  2. customPurification by strong cation exchange column chromatography

Sources & evidence

ORD record
ord-1bba1c6c2f7f4a32bfea05f0297c5f70
Source dataset
uspto-grants-2012_11
Patent number
US08314091B2

Reaction notes

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