Pyridine → HCID 56963344、化合物
反応式
NC[CH2:3][N:4]([S:28]([CH3:31])(=[O:30])=[O:29])[C:5]1[C:6]([CH:25]2[CH2:27][CH2:26]2)=[CH:7][C:8]2[C:12]([CH:13]=1)=[N:11][N:10]([C:14]1[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][CH:15]=1)[C:9]=2[C:21]([NH:23][CH3:24])=[O:22].[C@@H:32]1([C:40]([OH:42])=[O:41])[CH2:36][CH2:35][CH2:34][C@@H:33]1[C:37]([OH:39])=O.[N:43]1C=CC=[CH:45][CH:44]=1>>[Br:20][C:17]1[CH:18]=[CH:19][C:14]([N:10]2[C:9]([C:21](=[O:22])[NH:23][CH3:24])=[C:8]3[C:12]([CH:13]=[C:5]([N:4]([S:28]([CH3:31])(=[O:30])=[O:29])[CH2:3][CH2:45][CH2:44][NH:43][C:37]([C@H:33]4[CH2:34][CH2:35][CH2:36][C@H:32]4[C:40]([OH:42])=[O:41])=[O:39])[C:6]([CH:25]4[CH2:27][CH2:26]4)=[CH:7]3)=[N:11]2)=[CH:15][CH:16]=1参加物
実験手順
A mixture of Compound (7) (6.4 mg, 0.012 mmol) and cis-1,2-cyclopentanedicarboxylic acid (1.9 mg, 0.014 mmol) in pyridine (0.2 mL) was stirred at RT over the weekend. The solvent was removed under pressure. The crude material was purified by preparative LCMS (5-100% ACN in 0.1% aqueous formic acid) to afford Compound (63) as a white solid (0.7 mg, 8%). ESI-MS m/z calculated for [M+H]+: 660.2/662.2; found: 660.0/662.0; 1H NMR (400 MHz, CDCl3) δ 7.93 (s, 0.5H), 7.87 (s, 0.5H), 7.71 (d, J=8.7 Hz, 2H), 7.51 (dd, J=8.8, 2.2 Hz, 2H), 7.40 (d, J=3.7 Hz, 1H), 6.02-5.92 (m, 1H), 5.87 (d, J=4.1 Hz, 1H), 4.05-3.68 (m, 2H), 3.68-3.40 (m, 1H), 3.35-2.95 (m, 3H), 3.21 (s, 3H), 3.05 (d, J=4.9 Hz, 3H), 2.55-2.37 (m, 1H), 2.28-2.11 (m, 1H), 2.10-1.89 (m, 7H), 1.20-0.90 (m, 3H), 0.72-0.47 (m, 1H).
後処理
- customThe solvent was removed under pressure
- customThe crude material was purified by preparative LCMS (5-100% ACN in 0.1% aqueous formic acid)
出典と根拠
- ORDレコード
- ord-195478ae02bf4948aecfdd4c476573a3
- 出典データセット
- uspto-grants-2013_10
- 特許番号
- US08546389B2
反応ノート
読み込み中…