Isocyanate → 1-{4-[(2-Aminoimidazo[1,2-b]pyridazin-6-yl)ethynyl]phenyl}-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea

HRID 589899Notes

Reaction equation

HRID 589899 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.[F:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][C:22]=1[N:31]=[C:32]=[O:33].[N-]=C=O>>[NH2:19][C:17]1[N:18]=[C:13]2[CH:12]=[CH:11][C:10]([C:9]#[C:8][C:5]3[CH:6]=[CH:7][C:2]([NH:1][C:32]([NH:31][C:22]4[CH:23]=[C:24]([C:27]([F:28])([F:30])[F:29])[CH:25]=[CH:26][C:21]=4[F:20])=[O:33])=[CH:3][CH:4]=3)=[N:15][N:14]2[CH:16]=1

Participants

4

Reactant 3

HCID 105034IsocyanateHCID 27333802-Fluoro-5-(trifluoromethyl)phenyl isocyanateHCID 1186384466-[(4-Aminophenyl)ethynyl]imidazo[1,2-b]pyridazin-2-amine

Product 1

HCID 1186384111-{4-[(2-Aminoimidazo[1,2-b]pyridazin-6-yl)ethynyl]phenyl}-3-[2-fluoro-5-(trifluoromethyl)phenyl]urea

Procedure

The compound of Example 4 was made 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 1-fluoro-2-isocyanato-4-(trifluoromethyl)benzene as the isocyanate (see also Schemes 1, 2, and 9).

Sources & evidence

ORD record
ord-5b0b3f138f8040f286ca27b4a791c406
Source dataset
uspto-grants-2016_01
Patent number
US09233968B1

Reaction notes

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