Reaction equation
C(N(CC)CC)C.[CH3:8][N:9]([CH3:19])[C:10]1[CH:15]=[CH:14][C:13]([N:16]=[C:17]=[O:18])=[CH:12][CH:11]=1.[CH3:20][C:21]1[C:22](=[O:50])[N:23]([C:38]2[CH:45]=[CH:44][C:41]([C:42]#[N:43])=[C:40]([C:46]([F:49])([F:48])[F:47])[CH:39]=2)[C:24](=[O:37])[C:25]=1[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][N:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1>O1CCCC1.C(OCC)(=O)C>[C:42]([C:41]1[CH:44]=[CH:45][C:38]([N:23]2[C:22](=[O:50])[C:21]([CH3:20])=[C:25]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][N:31]3[CH2:36][CH2:35][N:34]([C:17]([NH:16][C:13]4[CH:14]=[CH:15][C:10]([N:9]([CH3:19])[CH3:8])=[CH:11][CH:12]=4)=[O:18])[CH2:33][CH2:32]3)[C:24]2=[O:37])=[CH:39][C:40]=1[C:46]([F:47])([F:49])[F:48])#[N:43]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
0.2 ml of a solution of triethylamine in tetrahydrofuran (1.5 mol/l) and 7 mg of 4-(dimethylamino)phenylisocyanate in 0.4 ml of tetrahydrofuran were added to a solution of 9 mg of 4-[2,5-dihydro-3-methyl-2,5-dioxo-4-[5-(piperazin-1-yl)pentyl]-1H-pyrrol-1-yl]-2-(trifluoromethyl)benzonitrile in 0.4 ml of tetrahydrofuran, and the mixture was stirred for 8 hours at room temperature. For working-up, the reaction mixture was diluted with ethyl acetate and washed with semi-saturated sodium bicarbonate solution. After the organic phase was concentrated by evaporation, it was chromatographed with methanol/dichloromethane on silica gel, and 3 mg of the title compound was thus obtained as a yellowish oil.
Workup
- washwashed with semi-saturated sodium bicarbonate solution
- concentrationAfter the organic phase was concentrated by evaporation, it
- customwas chromatographed with methanol/dichloromethane on silica gel, and 3 mg of the title compound
- customwas thus obtained as a yellowish oil
Sources & evidence
- ORD record
- ord-8bb6b8c22feb41148103dafb494b2700
- Source dataset
- uspto-grants-2005_03
- Patent number
- US06861432B2
Linked notes
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