[C:1]([C:3]([CH3:28])([CH3:27])[C@H:4]([NH:6][C:7]1[C:8]2[N:9]([CH:16]=[C:17]([C:19]3[CH:20]=[N:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=3)[CH:18]=2)[N:10]=[CH:11][C:12]=1[C:13]([NH2:15])=[O:14])[CH3:5])#[N:2].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[NH2:2][CH2:1][C:3]([CH3:27])([CH3:28])[C@H:4]([NH:6][C:7]1[C:8]2[N:9]([CH:16]=[C:17]([C:19]3[CH:20]=[N:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=3)[CH:18]=2)[N:10]=[CH:11][C:12]=1[C:13]([NH2:15])=[O:14])[CH3:5]To a solution of (R)-4-((3-cyano-3-methylbutan-2-yl)amino)-6-(6-methoxypyridin-3-yl)pyrrolo[1,2-b]pyridazine-3-carboxamide (120 mg, 0.317 mmol) taken in THF (20 mL) under nitrogen atmosphere was added LAH (1M solution in THF) (12 mL, 12.00 mmol) at 0° C. slowly. The reaction mixture was stirred at 25° C. for overnight. Reaction was monitored by LCMS. Reaction mixture was quenched with saturated sodium sulfate and filtered through celite. The filtrate was taken and the two layers were separated. The organic layer was dried and concentrated under reduced pressure to get (R)-4-((4-amino-3,3-dimethylbutan-2-yl)amino)-6-(6-methoxypyridin-3-yl)pyrrolo[1,2-b]pyridazine-3-carboxamide (100 mg, 0.261 mmol, 82% yield) as yellow colored semi solid. LCMS Purity: Column: Purospher@star RP-18 (4×55) mm, 3 μm. Buffer: 20 mM NH4OAc in water Mobile Phase A: Buffer: CH3CN (90:10). Solvent B: Buffer: CH3CN (10:90). Flow: 2.5 mL/min, Time: 0-0, 2-100, 2.5-100, 3.0-0 min. Retention Time: 1.173 min. Purity: 93.15% (m/z=383.2 M+1).
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