3-Cyano-5-(trifluoromethyl)benzoic acid → HCID 89700019, compound

HRID 1055733Notes

Reaction equation

HRID 1055733 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[N:9]1[C:16]2[N:12]([N:13]=[C:14]([C:17]3[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=3)[CH:15]=2)[CH:11]=[CH:10]1.[C:23]([C:25]1[CH:26]=[C:27]([CH:31]=[C:32]([C:34]([F:37])([F:36])[F:35])[CH:33]=1)[C:28](O)=[O:29])#[N:24]>>[C:23]([C:25]1[CH:26]=[C:27]([CH:31]=[C:32]([C:34]([F:35])([F:37])[F:36])[CH:33]=1)[C:28]([NH:6][C:5]1[CH:7]=[CH:8][C:2]([CH3:1])=[C:3]([N:9]2[C:16]3[N:12]([N:13]=[C:14]([C:17]4[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=4)[CH:15]=3)[CH:11]=[CH:10]2)[CH:4]=1)=[O:29])#[N:24]

Participants

3

Reactant 2

HCID 589022873-Cyano-5-(trifluoromethyl)benzoic acidHCID 897000234-Methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]aniline

Product 1

HCID 89700019HCID 89700019, compound

Procedure

Analogously to the process described in Example 26, 80 mg (0.276 mmol) of the compound of Example 6A and 60 mg (0.276 mmol) of the compound of Example 42A gave 72 mg (54% of theory) of the title compound. In this case, the reaction time was 18 h, and subsequent trituration of the product with diisopropyl ether could be dispensed with.

Sources & evidence

ORD record
ord-425695ee911c474597cbcc5613ecc7de
Source dataset
uspto-grants-2016_07
Patent number
US09394309B2

Reaction notes

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