NC1C=CC=CC=1.[CH3:8][N:9]([CH3:36])[C:10]([N:12]1[CH2:17][CH:16]=[C:15]([C:18]2[NH:35][C:21]3[N:22]=[CH:23][N:24]=[C:25]([C:26]4[CH:31]=[C:30]([F:32])[CH:29]=[C:28]([NH2:33])[C:27]=4[CH3:34])[C:20]=3[CH:19]=2)[CH2:14][CH2:13]1)=[O:11].CCN(C(C)C)C(C)C.[CH3:46][N:47]([CH3:57])[C:48]1[CH:56]=[CH:55][C:51]([C:52](Cl)=[O:53])=[CH:50][CH:49]=1>C(Cl)Cl.N1C=CC=CC=1.CN(C1C=CN=CC=1)C>[CH3:36][N:9]([CH3:8])[C:10]([N:12]1[CH2:13][CH:14]=[C:15]([C:18]2[NH:35][C:21]3[N:22]=[CH:23][N:24]=[C:25]([C:26]4[CH:31]=[C:30]([F:32])[CH:29]=[C:28]([NH:33][C:52](=[O:53])[C:51]5[CH:50]=[CH:49][C:48]([N:47]([CH3:46])[CH3:57])=[CH:56][CH:55]=5)[C:27]=4[CH3:34])[C:20]=3[CH:19]=2)[CH2:16][CH2:17]1)=[O:11]To a solution of aniline Intermediate 6 (84 mg, 0.213 mmol) in DCM/pyridine (2:1, 30 ml) were added DIPEA (0.372 ml, 2.13 mmol), 4-dimethylaminobenzoyl chloride (43 mg, 0.234 mmol), and DMAP (2.6 mg, 0.021 mmol). The resulting mixture was stirred at room temperature for 75 hrs. The solvents were removed in vacuo and the resulting mixture was purified by reversed phase HPLC (MeCN/H2O) to afford Example 15.
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