[CH2:1]1[N:5]2[C:6]3[C:11]([CH:12]=[CH:13][C:4]2=[N:3][CH2:2]1)=[CH:10][C:9]([S:14][C:15]1[CH:16]=[C:17]([C:21]2([OH:27])[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[CH:18]=[CH:19][CH:20]=1)=[CH:8][CH:7]=3.[H-].[Na+].[CH3:30]N(C=O)C>IC>[CH3:30][O:27][C:21]1([C:17]2[CH:16]=[C:15]([S:14][C:9]3[CH:10]=[C:11]4[C:6](=[CH:7][CH:8]=3)[N:5]3[CH2:1][CH2:2][N:3]=[C:4]3[CH:13]=[CH:12]4)[CH:20]=[CH:19][CH:18]=2)[CH2:22][CH2:23][O:24][CH2:25][CH2:26]1To a solution of 2c (42 mg, 0.11 mmol) in DMF was added sodium hydride (5 mg, 0.12 mmol). Iodomethane (one drop) was added, and the mixture was stirred at room temperature for 5 hours. The reaction was quenched with water, extracted with EtOAc, and purified by preparative HPLC to give the desired product, 2d.
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