Phenethylamine → [4-(6-Phenethylaminopyridazin-3-YL)piperazin-1-YL]-(2-trifluoromethylphenyl)methanone

HRID 1684992Notes

Reaction equation

HRID 1684992 reaction equation
[C:1]1([CH2:7][CH2:8][NH2:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CNCCC1C=CC=CC=1.Cl[C:21]1[N:26]=[N:25][C:24]([N:27]2[CH2:32][CH2:31][N:30]([C:33]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=3[C:41]([F:44])([F:43])[F:42])=[O:34])[CH2:29][CH2:28]2)=[CH:23][CH:22]=1>>[CH2:8]([NH:9][C:21]1[N:26]=[N:25][C:24]([N:27]2[CH2:28][CH2:29][N:30]([C:33]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=3[C:41]([F:42])([F:44])[F:43])=[O:34])[CH2:31][CH2:32]2)=[CH:23][CH:22]=1)[CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 1001PhenethylamineHCID 11503N-MethylbenzeneethanamineHCID 86024941HCID 86024941, compound

Product 1

HCID 11396901[4-(6-Phenethylaminopyridazin-3-YL)piperazin-1-YL]-(2-trifluoromethylphenyl)methanone

Procedure

Following the procedure set forth above in Example 1, only making variations using 2-phenylethylamine to replace N-methyl-2-phenylethylamine to react with [4-(6-chloropyridazin-3-yl)piperazin-1-yl]-(2-trifluoromethylphenyl)methanone, the title compound was obtained as a white solid (11.8 mg, 15% yield). 1H NMR (CDCl3, 400 MHz) δ 7.74, 7.62-7.68, 7.52-7.57, 7.33-7.37, 7.28-7.32, 7.40-7.46, 6.83, 6.18, 3.95, 3.68-3.70, 3.30-3.50, 2.96. MS (ES+) m/z 456.4 (M+1).

Sources & evidence

ORD record
ord-36fd95f4cc2443a7ad66df16a5233ec3
Source dataset
uspto-grants-2012_04
Patent number
US08148378B2

Reaction notes

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