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

HRID 226032Notes

Reaction equation

HRID 226032 reaction equation
[CH2:1]([CH:3]([C:6]1[C:7]2[N:8]([C:13](I)=[C:14]([CH3:16])[N:15]=2)[N:9]=[C:10]([CH3:12])[CH:11]=1)[CH2:4][CH3:5])[CH3:2].[CH2:18]([CH:20]([C:23]1[C:24]2[N:25]([CH:30]=[C:31]([CH3:33])[N:32]=2)[N:26]=[C:27]([CH3:29])[CH:28]=1)[CH2:21][CH3:22])[CH3:19]>>[CH2:1]([CH:3]([C:6]1[C:7]2[N:8]([C:13]([C:30]3[N:25]4[N:26]=[C:27]([CH3:29])[CH:28]=[C:23]([CH:20]([CH2:18][CH3:19])[CH2:21][CH3:22])[C:24]4=[N:32][C:31]=3[CH3:33])=[C:14]([CH3:16])[N:15]=2)[N:9]=[C:10]([CH3:12])[CH:11]=1)[CH2:4][CH3:5])[CH3:2]

Participants

3

Reactant 2

HCID 577526818-(1-Ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazineHCID 688412672,6-Dimethyl-8-(pentan-3-yl)imidazo[1,2-b]pyridazine

Product 1

HCID 577526768-(1-Ethyl-propyl)-2,6-dimethyl-3-{2,6-dimethyl-8-(1-ethylpropyl)-imidazo[1,2-b]pyridazin-3-yl}imidazo[1,2-b]pyridazineYield 44.8%

Procedure

Using a procedure analogous to Example 16B, 8-(1-ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.10 g, 0.29 mmol) and 8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.064 g, 0.29 mmol) give the title compound (0.054 g, 0.13 mmol, 43%). 1H NMR (CDCl3): δ 0.91 (t, J=7.5 Hz, 6H), 0.92 (t, J=7.0 Hz, 6H), 1.80-1.93 (m, 8H), 2.43 (s, 6H), 2.47 (s, 6H), 3.36-3.44 (m, 2H), 6.68 (s, 2H). ES-MS (m/z): calcd for C26H36N6 (M+H)+: 433.6. found: 433.3.

Sources & evidence

ORD record
ord-7ae0a97dacec4bb7ae08a4ed1f85c22a
Source dataset
uspto-grants-2009_07
Patent number
US07557103B2

Reaction notes

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