[CH3:1][NH2:2].Cl.[CH3:4][N:5]([CH3:21])[C:6]1([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[CH2:11][CH2:10][C:9](=O)[CH2:8][CH2:7]1.[C-:22]#[N:23].[K+]>CO.O>[CH3:4][N:5]([CH3:21])[C:6]1([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[CH2:11][CH2:10][C:9]([NH:23][CH3:22])([C:1]#[N:2])[CH2:8][CH2:7]140% aqueous methylamine solution (3.50 mL, 40.1 mmol) was added in drops to a mixture of 4N hydrochloric acid (1.98 mL) and methanol (2.3 mL) with ice cooling. A solution of the title compound from step 2 (2.00 mg, 8.09 mmol) in methanol (30 mL) and potassium cyanide (1.32 g, 20.3 mmol) were then added. The mixture was stirred for 3 d at RT and then after adding water (10 mL) was extracted 4× with ether. The combined organic phases were dried over Na2SO4 and concentrated to low volume in a vacuum.
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