Methylamine → 3-{2-fluoro-6-[(5-fluoro-2-methoxy-pyridin-3-ylmethyl)-amino]-pyridin-3-ylmethyl}-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methylamide
反応式
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:13]([CH2:14][C:15]3[C:16]([F:32])=[N:17][C:18]([NH:21][CH2:22][C:23]4[C:24]([O:30][CH3:31])=[N:25][CH:26]=[C:27]([F:29])[CH:28]=4)=[CH:19][CH:20]=3)=[CH:12][NH:11][C:8]2=[N:9][CH:10]=1)=O.[CH3:33][NH2:34]>>[CH3:33][NH:34][C:3]([C:5]1[CH:6]=[C:7]2[C:13]([CH2:14][C:15]3[C:16]([F:32])=[N:17][C:18]([NH:21][CH2:22][C:23]4[C:24]([O:30][CH3:31])=[N:25][CH:26]=[C:27]([F:29])[CH:28]=4)=[CH:19][CH:20]=3)=[CH:12][NH:11][C:8]2=[N:9][CH:10]=1)=[O:2]参加物
3
反応物 2
生成物 1
反応条件
- 温度
- 50 °C
実験手順
3-{2-Fluoro-6-[(5-fluoro-2-methoxy-pyridin-3-ylmethyl)-amino]-pyridin-3-ylmethyl}-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester (P-1693, 1 equivalent) is slurried with methylamine (2N in methanol, 15 equivalents) in a sealable vial, sealed and heated at 50° C. overnight. Additional methylamine (2N in methanol, 15 equivalents) is added and heated at 50° C. overnight. The reaction is concentrated under vacuum, the residue dissolved in tetrahydrofuran for purification on a C18 reverse phase column, eluting with 0-100% methanol (with 10% tetrahydrofuran)/water. Appropriated fractions are combined and concentrated under vacuum. The resulting material is triturated with ethyl acetate/heptane and filtered, washing with heptane. The solid is dried under vacuum to provide the desired compound.