Trifluoroacetic acid → HCID 24897407, compound

HRID 1677647Notes

Reaction equation

Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([NH:17][C:18]3[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=3[O:26][CH3:27])=O)=[CH:10][CH:9]=2)[C:3]=1[C:28]#[N:29].[OH2:30].[NH2:31][NH2:32].FC(F)(F)C(O)=O>>[NH2:29][C:28]1[C:3]2[C:4]([C:8]3[CH:13]=[CH:12][C:11]([NH:14][C:15]([NH:17][C:18]4[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=4[O:26][CH3:27])=[O:30])=[CH:10][CH:9]=3)=[N:5][CH:6]=[CH:7][C:2]=2[NH:32][N:31]=1

Participants

Reactant 3

HCID 6422Trifluoroacetic acid

HCID 24654Hydrazine hydrate (1:1)

HCID 67329039HCID 67329039, compound

Product 1

HCID 24897407HCID 24897407, compound

Procedure

1-[4-(4-Chloro-3-cyanopyrid-2-yl)phenyl]-3-(2,4-dimethoxyphenyl)urea is treated with hydrazine hydrate and then with trifluoroacetic acid under conditions similar to those described in Example 27. 1-[4-(3-Amino-1H-pyrazolo[4,3-c]pyrid-4-yl)phenyl]-3-(2,4-dimethoxyphenyl)urea is obtained in the form of a beige-coloured solid, the characteristics of which are as follows:

Sources & evidence

ORD record: ord-a01e6edcd5bc4f57a4a308857804513a
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08008322B2

Reaction notes

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