反応式
C([O:8][C:9]1[CH:10]=[C:11]([C:16]2[N:21]=[C:20]([CH3:22])[N:19]=[C:18]([N:23]([CH2:33][C:34]3[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[CH:36][CH:35]=3)[CH2:24][C:25]3[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=3)[N:17]=2)[C:12]([F:15])=[N:13][CH:14]=1)C1C=CC=CC=1>CCOC(C)=O.[Pd]>[CH3:41][O:40][C:37]1[CH:36]=[CH:35][C:34]([CH2:33][N:23]([CH2:24][C:25]2[CH:26]=[CH:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=2)[C:18]2[N:19]=[C:20]([CH3:22])[N:21]=[C:16]([C:11]3[CH:10]=[C:9]([OH:8])[CH:14]=[N:13][C:12]=3[F:15])[N:17]=2)=[CH:39][CH:38]=1参加物
実験手順
A solution of 4-(5-(benzyloxy)-2-fluoropyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine (0.080 g, 0.145 mmol) in EtOAc (8 mL) under N2 gas was treated with 10% palladium on carbon (Aldrich) (7.72 mg, 0.073 mmol). The reaction mixture was purged with N2 and then stirred at rt under H2 for 2 h. The reaction mixture was passed through Celite® (diatomaceous earth). The filtrate was concentrated. The crude product was purified by column chromatography (12 g, 20% to 30% acetone in hexanes) to give the product as a white solid (0.050 g). m/z (ESI, +ve ion) 462.0 (M+H)+. 1H NMR (300 MHz, CDCl3) δ 8.03 (dd, J=7.60, 3.07 Hz, 1H); 7.89 (br. s., 1H); 7.23 (d, J=6.43 Hz, 4H); 6.87 (t, J=7.53 Hz, 4H); 5.78 (br. s., 1H); 4.82 (s, 4H); 3.81 (d, J=4.82 Hz, 6H); 2.55 (s, 3H).
後処理
- customThe reaction mixture was purged with N2
- concentrationThe filtrate was concentrated
- customThe crude product was purified by column chromatography (12 g, 20% to 30% acetone in hexanes)
出典と根拠
- ORDレコード
- ord-e8c9e15a828b4412bec1a27b465cfec1
- 出典データセット
- uspto-grants-2013_01
- 特許番号
- US08362241B2
関連ノート
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