8-(1-Ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine → HCID 57752658, compound

HRID 226029Notes

Reaction equation

HRID 226029 reaction equation
[CH2:1]([C:3]1[C:4]2[N:5]([CH:10]=[C:11]([CH3:13])[N:12]=2)[N:6]=[C:7]([CH3:9])[CH:8]=1)[CH3:2].[CH2:14]([CH:16]([C:19]1[C:20]2[N:21]([C:26](I)=[C:27]([CH3:29])[N:28]=2)[N:22]=[C:23]([CH3:25])[CH:24]=1)[CH2:17][CH3:18])[CH3:15]>>[CH2:14]([CH:16]([C:19]1[C:20]2[N:21]([C:26]([C:10]3[N:5]4[N:6]=[C:7]([CH3:9])[CH:8]=[C:3]([CH2:1][CH3:2])[C:4]4=[N:12][C:11]=3[CH3:13])=[C:27]([CH3:29])[N:28]=2)[N:22]=[C:23]([CH3:25])[CH:24]=1)[CH2:17][CH3:18])[CH3:15]

Participants

3

Reactant 2

HCID 577526818-(1-Ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazineHCID 688583228-Ethyl-2,6-dimethylimidazo[1,2-b]pyridazine

Product 1

HCID 57752658HCID 57752658, compoundYield 38%

Procedure

Using a procedure analogous to Example 16B, 8-ethyl-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.30 g, 1.71 mmol) and 8-(1-ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.59 g, 1.71 mmol) give the title compound (0.25 g, 0.64 mmol, 38%). 1H NMR (CDCl3): δ 0.90 (t, J=7.5 Hz, 6H), 1.43 (d, J=1.4 Hz, 3H), 1.78-1.92 (m, 4H), 2.42 (s, 3H), 2.43 (s, 3H), 2.44 (s, 3H), 2.45 (s, 3H), 3.11 (q, J=7.5 Hz, 2H), 3.34-3.42 (m, 1H), 6.67 (s, 1H), 6.74 (s, 1H) ppm. ES-MS (m/z): calcd for C23H30N6 (M+H)+: 391.5. found: 391.3.

Sources & evidence

ORD record
ord-a251b2aa94454c6cbb063d83adfd1ab1
Source dataset
uspto-grants-2009_07
Patent number
US07557103B2

Reaction notes

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