1-Acetylpiperazine → HCID 50912877, compound

HRID 1942090Notes

Reaction equation

HRID 1942090 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([CH:11]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][C:22]=3[F:23])[N:19]=[CH:18][CH:17]=[CH:16]4)[CH3:12])=[CH:9][N:10]=2)[N:7]=1.[C:24]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)(=[O:26])[CH3:25]>>[F:23][C:22]1[CH:21]=[C:20]2[C:15]([CH:16]=[CH:17][CH:18]=[N:19]2)=[CH:14][C:13]=1[CH:11]([C:8]1[N:6]2[N:7]=[C:2]([N:30]3[CH2:31][CH2:32][N:27]([C:24](=[O:26])[CH3:25])[CH2:28][CH2:29]3)[CH:3]=[CH:4][C:5]2=[N:10][CH:9]=1)[CH3:12]

Participants

3

Reactant 2

HCID 837951-AcetylpiperazineHCID 581475216-(1-(6-Chloroimidazo[1,2-b]pyridazin-3-yl)ethyl)-7-fluoroquinoline2×

Product 1

HCID 50912877HCID 50912877, compound

Procedure

The title compound was prepared in analogy to Example 38 using (rac)-6-[1-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-ethyl]-7-fluoro-quinoline (Intermediate K, 50 mg, 0.153 mmol) and 1-acetylpiperazine (39.2 mg, 0.306 mmol) (tR 3.33 min (conditions 5), MH+=419, 1H-NMR in DMSO-d6: 8.83 (d, 1H); 8.30 (d, 1H); 7.83 (d, 1H); 7.74 (d, 1H); 7.56 (s, 1H); 7.44 (m, 1H); 7.10 (d, 1H); 4.87 (m, 1H); 3.37 (m, 8H); 1.98 (s, 3H); 1.78 (d, 3H)).

Sources & evidence

ORD record
ord-4008f6ca3b0d4be1b41f53091ef62e3c
Source dataset
uspto-grants-2013_03
Patent number
US08389526B2

Reaction notes

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