Trifluoroacetic acid → HCID 66878607, compound

HRID 1878429Notes

Reaction equation

HRID 1878429 reaction equation
[C@H:1]([NH:5][C:6]([C:8]1[CH:9]=[C:10]([CH:25]=[CH:26][CH:27]=1)[CH2:11][N:12]1[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]1)=[O:7])([CH2:3][CH3:4])[CH3:2].FC(F)(F)C(O)=O>ClCCl>[C@H:1]([NH:5][C:6](=[O:7])[C:8]1[CH:27]=[CH:26][CH:25]=[C:10]([CH2:11][N:12]2[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]2)[CH:9]=1)([CH2:3][CH3:4])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66878540HCID 66878540, compound

Product 1

HCID 66878607HCID 66878607, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of (R)-tert-butyl 4-(3-(sec-butylcarbamoyl)benzyl)piperazine-1-carboxylate (5.33 mmol, 2 g) in dichloromethane (10 mL) was added trifluoroacetic acid (5 mL). The reaction mixture was stirred for 24 hours then was concentrated under reduced pressure. Purification by strong cation exchange column chromatography gave the title compound (1.4 g). MS (ESI) m/z 276.3 ([M+H]+).

Workup

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

Sources & evidence

ORD record
ord-a9fb1f6b00ee4046939557708b4f1eab
Source dataset
uspto-grants-2012_11
Patent number
US08314091B2

Reaction notes

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