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
반응식
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]1참가 물질
4
반응물 2
생성물 1
시약·촉매·용매 1
실험 절차
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).