(4-Chloro-thiazol-2-yl)-dimethyl-amine → {4-Chloro-5-[8-(1-ethyl-propyl)-6-methyl-2-trifluoromethyl-imidazo[1,2-b]pyridazin-3-yl]-thiazol-2-yl}-dimethyl-amine

HRID 1432734Notes

Reaction equation

HRID 1432734 reaction equation
[CH2:1]([CH:3]([C:6]1[C:7]2[N:8]([C:13](I)=[C:14]([C:16]([F:19])([F:18])[F:17])[N:15]=2)[N:9]=[C:10]([CH3:12])[CH:11]=1)[CH2:4][CH3:5])[CH3:2].[Cl:21][C:22]1[N:23]=[C:24]([N:27]([CH3:29])[CH3:28])[S:25][CH:26]=1>>[Cl:21][C:22]1[N:23]=[C:24]([N:27]([CH3:29])[CH3:28])[S:25][C:26]=1[C:13]1[N:8]2[N:9]=[C:10]([CH3:12])[CH:11]=[C:6]([CH:3]([CH2:4][CH3:5])[CH2:1][CH3:2])[C:7]2=[N:15][C:14]=1[C:16]([F:19])([F:18])[F:17]

Participants

3

Reactant 2

HCID 68840678(4-Chloro-thiazol-2-yl)-dimethyl-amineHCID 688423458-(1-Ethyl-propyl)-3-iodo-6-methyl-2-trifluoromethyl-imidazo[1,2-b]pyridazine

Product 1

HCID 57933097{4-Chloro-5-[8-(1-ethyl-propyl)-6-methyl-2-trifluoromethyl-imidazo[1,2-b]pyridazin-3-yl]-thiazol-2-yl}-dimethyl-amine

Procedure

Using a procedure analogous to Example 254D, 8-(1-ethyl-propyl)-3-iodo-6-methyl-2-trifluoromethyl-imidazo[1,2-b]pyridazine (250 mg, 0.630 mmol) is coupled with (4-chloro-thiazol-2-yl)-dimethyl-amine (154 mg, 0.945 mmol) to provide desired product. 1H-NMR (CDCl3), δ 0.85 (t, J=7.4 Hz, 6H), 1.83 (m, 4H), 2.55 (s, 3H), 3.16 (s, 6H), 3.31 (m, 1H), 6.81 (s, 1H) ppm. ES-MS (m/z): calcd for C18H21ClF3N5S (M+H)+: 431.91; found: 432.2.

Sources & evidence

ORD record
ord-95db772876364919927cef1ef852eacb
Source dataset
uspto-grants-2009_11
Patent number
US07612067B2

Reaction notes

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