1H-Pyrazole-3-carbaldehyde → HCID 178504806, compound

HRID 13297

Reaction equation

[NH:1]1[CH:5]=[CH:4][C:3]([CH:6]=O)=[N:2]1.[F:8][C:9]1[CH:34]=[CH:33][CH:32]=[CH:31][C:10]=1[O:11][C:12]1[CH:13]=[C:14]([NH2:30])[C:15]([NH2:29])=[CH:16][C:17]=1[O:18][C:19]1[CH:20]=[N:21][C:22]([S:25]([CH3:28])(=[O:27])=[O:26])=[CH:23][CH:24]=1>CN(C)C=O>[F:8][C:9]1[CH:34]=[CH:33][CH:32]=[CH:31][C:10]=1[O:11][C:12]1[C:17]([O:18][C:19]2[CH:20]=[N:21][C:22]([S:25]([CH3:28])(=[O:26])=[O:27])=[CH:23][CH:24]=2)=[CH:16][C:15]2[NH:29][C:6]([C:3]3[CH:4]=[CH:5][NH:1][N:2]=3)=[N:30][C:14]=2[CH:13]=1

Participants

Conditions

Temperature: 90 °C

Procedure

3.9 mg of 1H-pyrazole-3-carboxaldehyde was added to a dimethylformamide (0.5 ml) solution of 15 mg of 4-(2-fluoro-phenoxy)-5-(6-methanesulfonyl-pyridin-3-yloxy)-benzene-1,2-diamine obtained in Example 200, and the reaction liquid was stirred at 90° C. for 30 minutes. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=9/1) to obtain the entitled compound as a white solid.

Workup

customthe reaction liquid
customThe solvent was evaporated away under reduced pressure
customthe resulting residue was purified
customthrough partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=9/1)

Sources & evidence

ORD record: ord-81e989125268424bbc0e347d964253ac
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07728025B2

Linked notes

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