Pyridine → HCID 59216848, compound
Reaction equation
[S:1]1[CH:5]=[N:4][N:3]=[C:2]1[NH2:6].[C:7]([NH:10][CH2:11][C:12]1([C:18]2[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:19]=2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)(=[O:9])[CH3:8].N1C=C[CH:31]=[CH:30][CH:29]=1>>[CH:30]([C:5]1[S:1][C:2]([NH:6][S:24]([C:21]2[CH:22]=[CH:23][C:18]([C:12]3([CH2:11][NH:10][C:7](=[O:9])[CH3:8])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)=[CH:19][CH:20]=2)(=[O:26])=[O:25])=[N:3][N:4]=1)([CH3:31])[CH3:29]Participants
4
Procedure
600 mg of 5-isopropyl-(1,3,4-thiadiazol-2-ylamine were dissolved in 2 ml of pyridine. 1400 mg of 4-[1-(acetylamino-methyl)-cyclohexyl]-benzenesulfonyl chloride were added and the reaction mixture was stirred at room temperature for 15 hours. The pyridine was removed in vacuo and the residue coevaporated three times with portions of 100 ml toluene. The residue was purified by chromatography on silica gel with the eluents dichloromethane:methanol=95:5 to obtain 1.0 g of a light yellow oil.
Workup
- customThe pyridine was removed in vacuo
- customThe residue was purified by chromatography on silica gel with the eluents dichloromethane
Sources & evidence
- ORD record
- ord-24d578250adc426aa3949425725931ac
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07683181B2
Reaction notes
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