2,6-Dimethyl-8-(pentan-3-yl)imidazo[1,2-b]pyridazine → 8-(1-Ethyl-propyl)-2,6-dimethyl-3-{8-(1-ethylpropyl)-2-methyl-6-trifluoromethyl-imidazo[1,2-b]pyridazin-3-yl}imidazo[1,2-b]pyridazine

HRID 226031Notes

Reaction equation

HRID 226031 reaction equation
[CH2:1]([CH:3]([C:6]1[C:7]2[N:8]([C:16](I)=[C:17]([CH3:19])[N:18]=2)[N:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=1)[CH2:4][CH3:5])[CH3:2].[CH2:21]([CH:23]([C:26]1[C:27]2[N:28]([CH:33]=[C:34]([CH3:36])[N:35]=2)[N:29]=[C:30]([CH3:32])[CH:31]=1)[CH2:24][CH3:25])[CH3:22]>>[CH2:21]([CH:23]([C:26]1[C:27]2[N:28]([C:33]([C:16]3[N:8]4[N:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=[C:6]([CH:3]([CH2:4][CH3:5])[CH2:1][CH3:2])[C:7]4=[N:18][C:17]=3[CH3:19])=[C:34]([CH3:36])[N:35]=2)[N:29]=[C:30]([CH3:32])[CH:31]=1)[CH2:24][CH3:25])[CH3:22]

Participants

3

Reactant 2

HCID 688412672,6-Dimethyl-8-(pentan-3-yl)imidazo[1,2-b]pyridazineHCID 688564568-(1-Ethyl-propyl)-3-iodo-2-methyl-6-trifluoromethyl-imidazo[1,2-b]pyridazine

Product 1

HCID 577526798-(1-Ethyl-propyl)-2,6-dimethyl-3-{8-(1-ethylpropyl)-2-methyl-6-trifluoromethyl-imidazo[1,2-b]pyridazin-3-yl}imidazo[1,2-b]pyridazineYield 53%

Procedure

Using a procedure analogous to Example 16B, 8-(1-ethyl-propyl)-3-iodo-2-methyl-6-trifluoromethyl-imidazo[1,2-b]pyridazine (0.15 g, 0.37 mmol) and 8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.082 g, 0.37 mmol) give the title compound (0.096 g, 0.19 mmol, 53%). 1H NMR (CDCl3): δ 0.89-0.97 (m, 12H), 1.80-1.97 (m, 8H), 2.47 (bs, 6H), 2.54 (s, 3H), 3.35-3.45 (m, 1H), 3.47-3.55 (m, 1H), 6.73 (s, 1H), 7.10 (s, 1H). ES-MS (m/z): calcd for C26H33F3N6 (M+H)+: 487.6. found: 487.3.

Sources & evidence

ORD record
ord-ae8d5941fe6b4212856356c54262db6f
Source dataset
uspto-grants-2009_07
Patent number
US07557103B2

Reaction notes

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