Isocyanate → 1-(3-Chloro-4-fluorophenyl)-3-(4-{[2-({[(3-chloro-4-fluorophenyl)amino]carbonyl}amino)imidazo[1,2-b]pyridazin-6-yl]ethynyl}phenyl)urea

HRID 589907Notes

Reaction equation

HRID 589907 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][C:10]2[CH:11]=[CH:12][C:13]3[N:14]([CH:16]=[C:17]([NH2:19])[N:18]=3)[N:15]=2)=[CH:4][CH:3]=1.[Cl:20][C:21]1[CH:26]=[C:25]([N:27]=[C:28]=[O:29])[CH:24]=[CH:23][C:22]=1[F:30].[N-:31]=[C:32]=[O:33]>>[Cl:20][C:21]1[CH:26]=[C:25]([NH:27][C:28]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([C:8]#[C:9][C:10]3[CH:11]=[CH:12][C:13]4[N:14]([CH:16]=[C:17]([NH:19][C:32]([NH:31][C:25]5[CH:24]=[CH:23][C:22]([F:30])=[C:21]([Cl:20])[CH:26]=5)=[O:33])[N:18]=4)[N:15]=3)=[CH:4][CH:3]=2)=[O:29])[CH:24]=[CH:23][C:22]=1[F:30]

Participants

4

Reactant 3

HCID 105034IsocyanateHCID 27346323-Chloro-4-fluorophenyl isocyanateHCID 1186384466-[(4-Aminophenyl)ethynyl]imidazo[1,2-b]pyridazin-2-amine

Product 1

HCID 1186384171-(3-Chloro-4-fluorophenyl)-3-(4-{[2-({[(3-chloro-4-fluorophenyl)amino]carbonyl}amino)imidazo[1,2-b]pyridazin-6-yl]ethynyl}phenyl)urea

Procedure

The compound of Example 15 was by preparing 6-[(4-aminophenyl)ethynyl]imidazo[1,2-b]pyridazin-2-amine as in Example 20, followed by a procedure similar to Example 3 using 2-chloro-1-fluoro-4-isocyanatobenzene as the isocyanate (see also Schemes 1, 2, and 9).

Sources & evidence

ORD record
ord-99a33d0fa7384bd5b7b7b0cf42110f5a
Source dataset
uspto-grants-2016_01
Patent number
US09233968B1

Reaction notes

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