Reaction equation
[CH3:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[C:7]([OH:9])=O.[F:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([C:20]2[C:24]([NH2:25])=[CH:23][NH:22][N:21]=2)=[O:19])=[CH:13][CH:12]=1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>CS(C)=O.O>[F:10][C:11]1[CH:12]=[CH:13][C:14]([NH:17][C:18]([C:20]2[C:24]([NH:25][C:7]([C:6]3[CH:5]=[CH:4][S:3][C:2]=3[CH3:1])=[O:9])=[CH:23][NH:22][N:21]=2)=[O:19])=[CH:15][CH:16]=1Participants
7
Procedure
2-Methyl-3-thiophenecarboxylic acid (36 mg, 0.25 mmol) was added to a solution of 4-amino-1H-pyrazole-3-carboxylic acid (4-fluoro-phenyl)-amide (Example 2B) (50 mg, 0.23 mmol), EDC (53 mg, 0.27 mmol), and HOBt (37 mg, 0.27 mmol) in DMSO (1 ml). The reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was added dropwise to water (30 ml) and the resultant solid was collected by filtration, washed with water and sucked dry. The title compound was obtained as a beige solid (15 mg, 19%). (LC/MS: Rt 4.08, [M+H]+ 344.67).
Workup
- filtrationthe resultant solid was collected by filtration
- washwashed with water
- customsucked dry
Sources & evidence
- ORD record
- ord-f6f63d698061450eb167bf145b1153f0
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07745638B2
Linked notes
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