Piperazine, 1-[4-[(7-chloro-4-quinolinyl)amino]benzoyl]-4-methyl- → HCID 21399778, compound

HRID 1730525Notes

Reaction equation

HRID 1730525 reaction equation
Cl[C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:12][C:13]3[CH:27]=[CH:26][C:16]([C:17]([N:19]4[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]4)=[O:18])=[CH:15][CH:14]=3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.N1C2C(=CC=CC=2)C(NC2C=CC(C(N3CCN(C)CC3)=[O:44])=CC=2)=CC=1.ClC1C=C2C(C(NC3C=CC(C(N4CCN(CCCC)CC4)=O)=CC=3)=CC=N2)=CC=1.ClC1C=C2C(C(NC3C=CC(C(N4CCN(CC5C=CC=CC=5)CC4)=O)=CC=3)=CC=N2)=CC=1.COC1C=C2C(=CC=1)N=CC=C2NC1C=CC(C(N2CCN(C)CC2)=O)=CC=1.C(OC1C=CC=C2C=1C(NC1C=CC(C(N3CCN(C)CC3)=O)=CC=1)=CC=N2)C(C)C.CC1C=C2C(C(NC3C=CC(C(N4CCN(C)CC4)=O)=CC=3)=CC=N2)=CC=1.C(C1C=C2C(=CC=1)N=CC=C2NC1C=CC(C(N2CCN(C)CC2)=O)=CC=1)(C)C>>[N:9]1[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:11]=2)[C:6]([NH:12][C:13]2[CH:27]=[CH:26][C:16]([C:17]([N:19]3[CH2:24][CH2:23][N+:22]([O-:44])([CH3:25])[CH2:21][CH2:20]3)=[O:18])=[CH:15][CH:14]=2)=[CH:7][CH:8]=1

Participants

9

Reactant 8

HCID 10362407Piperazine, 1-[4-[(7-chloro-4-quinolinyl)amino]benzoyl]-4-methyl-HCID 21399752HCID 21399752, compoundHCID 21399753HCID 21399753, compoundHCID 21399758HCID 21399758, compoundHCID 21399764HCID 21399764, compoundHCID 21399765HCID 21399765, compoundHCID 21399773HCID 21399773, compoundHCID 21399782HCID 21399782, compound

Product 1

HCID 21399778HCID 21399778, compound

Procedure

Similarly, following the above procedure but replacing the 1-[p-[ (7-chloro-4-quinolyl)amino]benzoyl]-4-methylpiperazine as used therein with an equal molar proportion of 1-[p-[ (4-quinolyl)amino]benzoyl]-4-methylpiperazine; 1-[p-[(7-chloro- 4-quinolyl)amino]benzoyl]-4-butylpiperazine; 1-[p-[ (7-chloro-4-quinolyl)amino]benzoyl]-4-benzylpiperazine; 1-[p-[(6-methoxy-4-quinolyl)amino]benzoyl]-4-methylpiperazine; 1-[p-[(5-isobutoxy-4-quinolyl)amino]benzoyl]-4-methylpiperazine; 1-[p-[(7-methyl-4-quinolyl)amino]benzoyl]- 4-methylpiperazine; 1-[p-[(6-isopropyl-4-quinolyl)amino] benzoyl]-4-methylpiperazine; 1-[p-[[(7-trifluoromethyl)- 4-quinolyl]amino]benzoyl]-4-isobutylpiperazine; 1-[p-[ [(7-trifluoromethyl)-4-quinolyl]amino]benzoyl]-4-benzylpiperazine; 1-[p-[[(7-trichloromethyl)-4-quinolyl]amino] benzoyl]-4-methylpiperazine; and 1-[p-[(7-chloro-4 -quinolyl)-N-ethylamino]benzoyl]-4-methylpiperazine,respectively, there is obtained 1-[p-[(4 -quinolyl)amino]benzoyl]-4-methylpiperazine-4-oxide; 1-[p-[(7-chloro-4-quinolyl)amino]benzoyl] -4-butylpiperazine-4-oxide; 1-[p-[(7-chloro-4-quinolyl)amino] benzoyl]-4-benzylpiperazine-4-oxide; 1-[p-[(6-methoxy- 4-quinolyl)amino]benzoyl]-4-methylpiperazine-4-oxide; 1-[p-[(5-isobutoxy-4-quinolyl)amino]benzoyl]-4-methylpiperazine-4-oxide; 1-[p-[(7-methyl-4-quinolyl)amino]benzoyl]- 4-methylpiperazine-4-oxide; 1-[p-[(6-isopropyl-4 -quinolyl)amino]benzoyl]-4-methylpiperazine-4-oxide; 1-[p-[[(7-trifluoromethyl)-4-quinolyl]amino]benzoyl]-4-isobutylpiperazine-4-oxide; 1-[p-[[(7-trifluoromethyl)-4-quinolyl]amino] benzoyl]-4-benzylpiperazine-4-oxide; 1-[p-[[(7-trichloromethyl)- 4-quinolyl]amino]benzoyl]-4-methylpiperazine-4-oxide; and 1-[p-[(7-chloro-4-quinolyl)-N-ethylamino] benzoyl]-4-methylpiperazine-4-oxide, respectively.

Sources & evidence

ORD record
ord-b750ee67828743c2a6d3b432f66aa46c
Source dataset
uspto-grants-1976_11
Patent number
US03992382

Reaction notes

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