Cyclohexyl isocyanate → 1-Cyclohexyl-3-{6-[4-(2-trifluoromethylbenzoyl)piperazin-1-YL]-pyridazin-3-YL}urea

HRID 2056487Notes

Reaction equation

HRID 2056487 reaction equation
[CH:1]1([N:7]=[C:8]=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:10][C:11]1[N:16]=[N:15][C:14]([N:17]2[CH2:22][CH2:21][N:20]([C:23]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]([F:34])([F:33])[F:32])=[O:24])[CH2:19][CH2:18]2)=[CH:13][CH:12]=1>>[CH:1]1([NH:7][C:8]([NH:10][C:11]2[N:16]=[N:15][C:14]([N:17]3[CH2:18][CH2:19][N:20]([C:23](=[O:24])[C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[C:31]([F:34])([F:33])[F:32])[CH2:21][CH2:22]3)=[CH:13][CH:12]=2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 18502Cyclohexyl isocyanateHCID 66849536[4-(6-Aminopyridazin-3-yl)piperazin-1-yl](2-trifluoromethylphenyl)methanone

Product 1

HCID 113405101-Cyclohexyl-3-{6-[4-(2-trifluoromethylbenzoyl)piperazin-1-YL]-pyridazin-3-YL}urea

Procedure

Following the procedure of Example 5, making variations only as required to use cyclohexylisocyanate in place of (2-isocyanatocyclopropyl)benzene to react with [4-(6-aminopyridazin-3-yl)piperazin-1-yl](2-trifluoromethylphenyl)-methanone, the title compound was obtained as white powder (34% yield). 1H NMR (300 MHz, DMSO-d6) δ 9.05, 7.82, 7.74, 7.65, 7.55, 7.52, 7.35, 3.69-3.79, 3.44-3.58, 3.35-3.42, 3.20-3.26, 3.11-3.18, 1.75-1.84, 1.58-1.67, 1.47-1.55, 1.10-1.35.

Sources & evidence

ORD record
ord-a49e4214945649979a362472890e9162
Source dataset
uspto-grants-2008_02
Patent number
US07335658B2

Reaction notes

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