Triethylsilane → HCID 66614157, compound
Reaction equation
COC1C=C(OC)C=CC=1C[N:6]1[C:14](=[O:15])[N:13]([CH2:16][CH2:17][O:18][CH3:19])[C:12]2[C:7]1=[N:8][C:9]([C:20]1[C:28]3[C:23](=[N:24][CH:25]=[CH:26][CH:27]=3)[N:22]([CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[F:36])[N:21]=1)=[N:10][CH:11]=2.C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[F:36][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=1[CH2:29][N:22]1[C:23]2=[N:24][CH:25]=[CH:26][CH:27]=[C:28]2[C:20]([C:9]2[N:8]=[C:7]3[C:12]([N:13]([CH2:16][CH2:17][O:18][CH3:19])[C:14](=[O:15])[NH:6]3)=[CH:11][N:10]=2)=[N:21]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
317 mg (0.501 mmol) of the compound from example 83A were dissolved in 15 ml of trifluoroacetic acid, 582 mg (5.009 mmol) of triethylsilane were added and the mixture was heated to reflux for 18 h. The reaction mixture was partitioned between water and ethyl acetate, and neutralized with saturated aqueous sodium hydrogencarbonate solution. The organic phase was dried over sodium sulfate and concentrated on a rotary evaporator. The residue was dried under high vacuum. and purified by means of preparative HPLC (eluent: methanol/water with 0.1% trifluoroacetic acid, gradient 30:70→90:10). 167 mg of the title compound were obtained (79% of theory).