Sodium Bicarbonate → HCID 56645935, compound
Reaction equation
[NH2:1][C:2]1[C:7]([NH:8][C:9](=[O:16])[O:10][C:11]([CH3:15])([CH3:14])[CH2:12]Cl)=[C:6]([NH2:17])[N:5]=[C:4]([C:18]2[C:26]3[C:21](=[N:22][CH:23]=[CH:24][CH:25]=3)[N:20]([CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[F:34])[N:19]=2)[N:3]=1.C(=O)([O-])O.[Na+]>O1CCCC1>[NH2:1][C:2]1[C:7]([N:8]2[CH2:12][C:11]([CH3:15])([CH3:14])[O:10][C:9]2=[O:16])=[C:6]([NH2:17])[N:5]=[C:4]([C:18]2[C:26]3[C:21](=[N:22][CH:23]=[CH:24][CH:25]=3)[N:20]([CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[F:34])[N:19]=2)[N:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
500 mg (1.033 mmol) of the compound prepared in example 7A were dissolved in tetrahydrofuran (10 ml), and 1.033 ml of a 1M solution of bis(trimethylsilyl)sodium amide solution in tetrahydrofuran were added at 0° C. After stirring at 0° C. for 5 min, the reaction was stopped by addition of saturated aqueous sodium hydrogencarbonate solution and extracted twice with ethyl acetate. The combined organic phases were dried with sodium sulfate and concentrated under reduced pressure. The residue was purified by means of preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient). 329 mg of the title compound were obtained (71% of theory).