Trifluoroacetic acid → HCID 122436373、化合物
反応式
C(OC([N:8]1[CH2:12][CH2:11][C@H:10]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:21]([N:23]2[CH2:37][C:26]3=[C:27]4[N:32]([N:33]=[C:25]3[CH2:24]2)[C:31]([CH3:34])=[C:30]([Cl:35])[C:29]([CH3:36])=[N:28]4)=[O:22])[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:35][C:30]1[C:29]([CH3:36])=[N:28][C:27]2[N:32]([N:33]=[C:25]3[CH2:24][N:23]([C:21]([C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=4[CH2:14][O:13][C@H:10]4[CH2:11][CH2:12][NH:8][CH2:9]4)=[O:22])[CH2:37][C:26]3=2)[C:31]=1[CH3:34]参加物
4
実験手順
A mixture of (S)-3-[2-(6-chloro-5,7-dimethyl-1H,3H-2,4,7a,8-tetraaza-cyclopenta[a]indene-2-carbonyl)-benzyloxy]-pyrrolidine-1-carboxylic acid tert-butyl ester (60 mg; 0.11 mmol; 1 eq.) and TFA (2 mL) in DCM (2 mL) was stirred at room temperature for 15 minutes then concentrated in vacuo. The residue was taken up in water, the pH made basic with 5M NaOH and extracted with DCM (2×). The combined organic layer was dried over magnesium sulfate and concentrated in to afford the title compound (49 mg, quantitative) as an off-white solid. 1H NMR (CDCl3) δ 7.46-7.33 (m, 4H), 5.02-4.95 (m, 2H), 4.68-4.46 (m, 4H), 4.21 (m, 1H), 3.26-2.97 (m, 1H), 2.92-2.82 (m, 3H), 2.70-2.58 (m, 3H), 1.96-1.59 (m, 2H). HPLC (max plot) 100%, Rt 2.56 min. UPLC/MS: (MS+) 426.2 ([M+H]+).