8-(1-Ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine → HCID 57752694, compound

HRID 226042Notes

Reaction equation

HRID 226042 reaction equation
[CH:1]1([C:4]2[C:5]3[N:6]([CH:11]=[C:12]([CH3:14])[N:13]=3)[N:7]=[C:8]([CH3:10])[CH:9]=2)[CH2:3][CH2:2]1.[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]>>[CH:1]1([C:4]2[C:5]3[N:6]([C:11]([C:27]4[N:22]5[N:23]=[C:24]([CH3:26])[CH:25]=[C:20]([CH:17]([CH2:15][CH3:16])[CH2:18][CH3:19])[C:21]5=[N:29][C:28]=4[CH3:30])=[C:12]([CH3:14])[N:13]=3)[N:7]=[C:8]([CH3:10])[CH:9]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 577526818-(1-Ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazineHCID 68856372HCID 68856372, compound

Product 1

HCID 57752694HCID 57752694, compoundYield 43.9%

Procedure

Using a procedure analogous to Example 16B, 8-cyclopropyl-2,6-dimethyl-imidazo[1,2-b]pyridazine (76.5 mg, 0.41 mmol) and 8-(1-ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.14 g, 0.41 mmol) give the title compound (71.6 mg, 0.18 mmol, 43%). 1H NMR (CDCl3): δ 0.91 (t, J=7.1 Hz, 6H), 1.05-1.11 (m, 2H), 1.24-1.30 (m, 2H), 1.75-1.93 (m, 4H), 2.41 (s, 3H), 2.42 (s, 3H), 2.44 (s, 3H), 2.45 (s, 3H), 2.65-2.75 (m, 1H), 3.33-3.45 (m, 1H), 6.64 (s, 1H), 6.67 (s, 1H) ppm. ES-MS (m/z): calcd for C24H30N6 (M+H)+: 403.6. found: 403.3.

Sources & evidence

ORD record
ord-0cbb8eea4f8546c18c4fe4fb081d2051
Source dataset
uspto-grants-2009_07
Patent number
US07557103B2

Reaction notes

Loading…