3-Cyano-5-(pentafluoro-lambda6-sulphanyl)benzoic acid → 3-Cyano-N-{2-fluoro-4-methyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-5-(pentafluoro-lambda6-sulphanyl)benzamide

HRID 1055742Notes

Reaction equation

HRID 1055742 reaction equation
[F:1][C:2]1[CH:8]=[C:7]([CH3:9])[C:6]([N:10]2[C:17]3[N:13]([N:14]=[C:15]([C:18]4[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=4)[CH:16]=3)[CH:12]=[CH:11]2)=[CH:5][C:3]=1[NH2:4].[C:24]([C:26]1[CH:27]=[C:28]([CH:32]=[C:33]([S:35]([F:40])([F:39])([F:38])([F:37])[F:36])[CH:34]=1)[C:29](O)=[O:30])#[N:25]>>[C:24]([C:26]1[CH:27]=[C:28]([CH:32]=[C:33]([S:35]([F:39])([F:40])([F:36])([F:37])[F:38])[CH:34]=1)[C:29]([NH:4][C:3]1[CH:5]=[C:6]([N:10]2[C:17]3[N:13]([N:14]=[C:15]([C:18]4[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=4)[CH:16]=3)[CH:12]=[CH:11]2)[C:7]([CH3:9])=[CH:8][C:2]=1[F:1])=[O:30])#[N:25]

Participants

3

Reactant 2

HCID 896998123-Cyano-5-(pentafluoro-lambda6-sulphanyl)benzoic acidHCID 897000322-Fluoro-4-methyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]aniline

Product 1

HCID 897000903-Cyano-N-{2-fluoro-4-methyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-5-(pentafluoro-lambda6-sulphanyl)benzamide

Procedure

55 mg (0.18 mmol) of the compound of Example 12A and 58 mg (85% pure, 0.18 mmol) of the compound of Example 23A were reacted and worked up analogously to the procedure of Example 38. This gave 43 mg (42% of theory) of the title compound.

Sources & evidence

ORD record
ord-9b2c1f259afd4b599ab8f3adef7669c8
Source dataset
uspto-grants-2016_07
Patent number
US09394309B2

Reaction notes

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