[OH:1][C:2]1([CH2:17][C:18]#[N:19])[C:6]2=[C:7]3[CH2:13][CH2:12][O:11][C:8]3=[N:9][CH:10]=[C:5]2[CH2:4][CH:3]1[CH:14]([CH3:16])[CH3:15].N.C(O)C>C(O)C.[Co]>[NH2:19][CH2:18][CH2:17][C:2]1([OH:1])[C:6]2=[C:7]3[CH2:13][CH2:12][O:11][C:8]3=[N:9][CH:10]=[C:5]2[CH2:4][CH:3]1[CH:14]([CH3:15])[CH3:16]To a solution of (8-hydroxy-7-isopropyl-1,6,7,8-tetrahydro-2H-cyclopenta[d]furo[2,3-b]pyridin-8-yl)acetonitrile (440 mg, 1.70 mmol) in ethanol (12 mL) were added Raney cobalt (4 g) and 2M ammonia/ethanol solution (6 mL), and the mixture was stirred at room temperature for 4 hr under a hydrogen atmosphere. The catalyst was filtered through celite, and the filtrate was concentrated under reduced pressure to give the title compound (446 mg, yield 100%).
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