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

HRID 589906Notes

Reaction equation

HRID 589906 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-]=C=O>>[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]([NH:19][C:28]([NH:27][C:25]4[CH:24]=[CH:23][C:22]([F:30])=[C:21]([Cl:20])[CH:26]=4)=[O:29])[N:18]=3)[N:15]=2)=[CH:4][CH:3]=1

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 1186384101-{6-[(4-Aminophenyl)ethynyl]imidazo[1,2-b]pyridazin-2-yl}-3-(3-chloro-4-fluorophenyl)urea

Procedure

The compound of Example 14 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 2-chloro-1-fluoro-4-isocyanatobenzene as the isocyanate (see also Schemes 1, 2, and 9).

Sources & evidence

ORD record
ord-92a16ca88f5f4c25b00539c82596d582
Source dataset
uspto-grants-2016_01
Patent number
US09233968B1

Reaction notes

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