[H-].C([Al+]CC(C)C)C(C)C.C([O:13][C:14](=O)/[C:15](/[F:29])=[CH:16]/[C:17]1[CH:22]=[CH:21][C:20]([C:23]2[N:28]=[CH:27][CH:26]=[CH:25][N:24]=2)=[CH:19][CH:18]=1)C>C(Cl)Cl>[F:29]/[C:15](=[CH:16]\[C:17]1[CH:18]=[CH:19][C:20]([C:23]2[N:24]=[CH:25][CH:26]=[CH:27][N:28]=2)=[CH:21][CH:22]=1)/[CH2:14][OH:13]Diisobutylaluminum hydride (1.0 M solution in THF, 5.5 mL, 5.50 mmol) was added dropwise to a 0° C. solution of the product from step A (500 mg, 1.84 mmol) in methylene chloride (15 mL). The resulting solution was stirred for 10 min at 0° C., quenched with methanol (0.25 mL) followed by 15% aq. Rochelle salt (20 mL), and allowed to stir at room temperature for 4 h. The layers were separated and the aqueous layer was extracted with methylene chloride (20 mL). The combined organic layers were dried (MgSO4) and concentrated to provide 415 mg (98%) of the title compound as a colorless solid. MS 231 (M+H)+.
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