Trifluoroacetic acid → HCID 54080646, compound

HRID 582554Notes

Reaction equation

HRID 582554 reaction equation
[CH2:1]([O:8][CH2:9][CH:10]([N:18]1[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]1)[C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:1]([O:8][CH2:9][CH:10]([N:18]1[CH2:19][CH2:20][NH:21][CH2:22][CH2:23]1)[C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 53796369HCID 53796369, compound

Product 1

HCID 54080646HCID 54080646, compoundYield 92.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In the same way as that described in Example 8, Step 4 using 1-[2-benzyloxy-1-(4-fluorophenyl)ethyl]-4-(tert-butyloxycarbonyl)piperazine (1.58 g, 3.8 mmol), trifluoroacetic acid (5 mL) and CH2Cl2 (50 mL). The piperazine (1.11 g, 92%) was isolated as a colourless oil. 1H NMR (250 MHz, CDCl3) δ2.36-2.57 (4H, m), 2.84-2.89 (4H, m), 3.49-3.54 (1H, m), 3.65 (1H, dd, J=9.9 and 5.4 Hz), 3.79 (1H, dd, J=9.9 and 5.8 Hz), 4.47 (2H, s), 6.99 (1H, dd, JHA-HB =8.7 Hz and JHA-F =8.7 Hz), 7.20-7.35 (7H, m). MS (ES+) (315, M+1).

Sources & evidence

ORD record
ord-fa774d65bf704598bea28db2bdde7d09
Source dataset
uspto-grants-1999_07
Patent number
US05925638

Reaction notes

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