Potassium Hydroxide → N-[Pyrrolidin-3-yl]-6-methyl-2-(1-oxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)thieno[3,2-d]pyrimidin-4-amine
反応式
C(OC([N:11]1[CH2:15][CH2:14][CH:13]([NH:16][C:17]2[C:22]3[S:23][C:24]([CH3:26])=[CH:25][C:21]=3[N:20]=[C:19]([N:27]3[CH2:33][C:32]4[CH:34]=[CH:35][CH:36]=[CH:37][C:31]=4[S:30](=[O:38])[CH2:29][CH2:28]3)[N:18]=2)[CH2:12]1)=O)C1C=CC=CC=1.[OH-].[K+]>CO>[NH:11]1[CH2:15][CH2:14][CH:13]([NH:16][C:17]2[C:22]3[S:23][C:24]([CH3:26])=[CH:25][C:21]=3[N:20]=[C:19]([N:27]3[CH2:33][C:32]4[CH:34]=[CH:35][CH:36]=[CH:37][C:31]=4[S:30](=[O:38])[CH2:29][CH2:28]3)[N:18]=2)[CH2:12]1参加物
4
反応物 2
生成物 1
試薬・触媒・溶媒 1
実験手順
To a suspension of benzyl-3-{[2-(1-oxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylthienopyrimidin-4-yl]amino}-pyrrolidine-1-carboxylate (300 mg, 0.55 mmol) in methanol (5 mL) was added an aqueous solution of potassium hydroxide (40%, 5 mL). The suspension was heated under reflux for 30 minutes. The organic solvent was removed by concentration in vacuo. The residue was purified by preparative HPLC to afford the pure product as a white solid. MS obsd. (ESI+) [(M+H)+] 414, 1H NMR (METHANOL-d4) δ ppm 7.73 (d, J=7.6 Hz, 1H), 7.68 (d, J=7.1 Hz, 1H), 7.37-7.52 (m, 2H), 6.77-6.85 (m, 1H), 5.19 (d, J=15.4 Hz, 1H), 4.79-4.97 (m, 3H), 4.71 (br. s., 1H), 3.44 (d, J=3.0 Hz, 2H), 3.25-3.38 (m, 2H), 3.21 (d, J=5.8 Hz, 1H), 3.02-3.13 (m, 1H), 2.54 (s, 3H), 2.34 (td, J=12.9, 6.9 Hz, 1H), 1.95-2.07 (m, 1H).