8-(1-Ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine → HCID 57752640, compound

HRID 226027Notes

Reaction equation

HRID 226027 reaction equation
[CH3:1][CH:2]([C:4]1[C:5]2[N:6]([CH:11]=[C:12]([CH3:14])[N:13]=2)[N:7]=[C:8]([CH3:10])[CH:9]=1)[CH3:3].[CH2:15]([CH:17]([C:20]1[C:21]2[N:22]([C:27](I)=[C:28]([CH3:30])[N:29]=2)[N:23]=[C:24]([CH3:26])[CH:25]=1)[CH2:18][CH3:19])[CH3:16]>>[CH2:15]([CH:17]([C:20]1[C:21]2[N:22]([C:27]([C:11]3[N:6]4[N:7]=[C:8]([CH3:10])[CH:9]=[C:4]([CH:2]([CH3:1])[CH3:3])[C:5]4=[N:13][C:12]=3[CH3:14])=[C:28]([CH3:30])[N:29]=2)[N:23]=[C:24]([CH3:26])[CH:25]=1)[CH2:18][CH3:19])[CH3:16]

Participants

3

Reactant 2

HCID 577526818-(1-Ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazineHCID 688552742,6-Dimethyl-8-(1-methylethyl)imidazo[1,2-b]pyridazine

Product 1

HCID 57752640HCID 57752640, compoundYield 32%

Procedure

Using a procedure analogous to Example 16B, 8-(1-methylethyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.19 g, 1.01 mmol) and 8-(1-ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.40 g, 1.16 mmol) give the title compound (0.13 g, 0.32 mmol, 32%). 1H NMR (CDCl3): δ 0.92 (t, J=7.5 Hz, 6H), 1.43 (d, J=1.4 Hz, 3H), 1.45 (d, J=1.4 Hz, 3H), 1.80-1.93 (m, 4H), 2.43 (s, 3H), 2.44 (s, 3H), 2.47 (s, 3H), 2.48 (s, 3H), 3.36-3.44 (m, 1H), 3.74-3.82 (m, 1H), 6.69 (s, 1H), 6.75 (s, 1H) ppm. ES-MS (m/z): calcd for C24H32N6 (M+H)+: 405.6. found: 405.3.

Sources & evidence

ORD record
ord-6c286223009c448abfb806e8cc31e0c1
Source dataset
uspto-grants-2009_07
Patent number
US07557103B2

Reaction notes

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