Sodium Hydroxide → N-2,3-dihydro-1H-indol-6-yl-3-[(quinolin-4-ylmethyl)amino]thiophene-2-carboxamide
반응식
C(O)(C(F)(F)F)=O.C(Cl)Cl.[N:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([CH2:21][NH:22][C:23]2[CH:27]=[CH:26][S:25][C:24]=2[C:28]([NH:30][C:31]2[CH:39]=[C:38]3[C:34]([CH2:35][CH2:36][N:37]3C(OC(C)(C)C)=O)=[CH:33][CH:32]=2)=[O:29])=[CH:13][CH:12]=1.[OH-].[Na+]>CCOC(C)=O>[NH:37]1[C:38]2[C:34](=[CH:33][CH:32]=[C:31]([NH:30][C:28]([C:24]3[S:25][CH:26]=[CH:27][C:23]=3[NH:22][CH2:21][C:14]3[C:15]4[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=4)[N:11]=[CH:12][CH:13]=3)=[O:29])[CH:39]=2)[CH2:35][CH2:36]1참가 물질
5
실험 절차
To a solution of TFA/CH2Cl2 (3 mL, 1:1, v:v) was added tert-butyl 6-({[3-[(quinolin-4-ylmethyl)amino]thien-2-yl]carbonyl}amino)indoline-1-carboxylate (40 mg, 0.08 mmol) and the resulting mixture was stirred at rt. After 1 h, the solution was neutralized with 3N NaOH and diluted with EtOAc. The aqueous phase was removed and the organic phase was washed with brine, dried over NaSO4, filtered, and concentrated in vacuo to yield N-2,3-dihydro-1H-indol-6-yl-3-[(quinolin-4-ylmethyl)amino]thiophene-2-carboxamide as a yellow solid. MS (ES+): m/z 401 [M+1]. 1H NMR (CDCl3, 400 MHz): δ3.00 (t, J=8.4 Hz, 2H), 3.58 (t, J=8.4 Hz, 2H), 4.99 (d, J=6.4 Hz, 2H), 6.54 (d, J=5.6 Hz, 1H), 6.67 (d, J=8.0 Hz, 1H), 7.03 (d, J=8.0 Hz, 1H), 7.06 (s, 1H), 7.20 (d, J=5.2 Hz, 1H), 7.46 (d, J=4.4 Hz, 1H), 7.62 (t, J=8.0 Hz, 1H), 7.75 (t, J=8.0 Hz, 1H), 8.03 (m, 2H), 8.16 (d, J=8.0 Hz, 1H), 8.85 (d, J=4.4 Hz, 1H).