Trifluoroacetic acid → HCID 21101958, compound

HRID 1353312Notes

Reaction equation

HRID 1353312 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:13])[CH:3]=1.C(OC([N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[Cl:12][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)=[CH:3][C:4]([CH3:13])=[N:5]2)=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 143452tert-Butyl piperazine-1-carboxylateHCID 8547474,7-dichloro-2-methylquinoline

Product 1

HCID 21101958HCID 21101958, compoundYield 47.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4,7-Dichloro-2-methylquinoline (De, D., Byers L. D., Krogstad, D. J. J. Heterocyclic Chem. 1997, 34, 315) (453 mg, 2.1 mmol) and 1-tert-butoxycarbonylpiperazine (2.05 g, 11.0 mmol) are reacted according to method A. The Boc group is cleaved with trifluoroacetic acid (5 mL) in CH2Cl2 (5 mL) giving 0.26 g of the piperazine.

Sources & evidence

ORD record
ord-7d3f96daa4df44c0bfbe5d45386a6044
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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