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Potassium Iodide → Ethyl 2-((4-((2-amino-4-(mesitylsulfonyloxy)-6-methylpyrimidin-5-yl)methyl)-3-methoxybenzyl)(ethyl)amino)acetate

HRID 2207065
ノート
印刷プレビュー

反応式

HRID 2207065 の反応式
[CH2:1]([NH:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH3:2].C(OC([O-])=O)([O-])=O.[K+].[K+].[I-].[K+].[CH3:21][C:22]1[CH:27]=[C:26]([CH3:28])[CH:25]=[C:24]([CH3:29])[C:23]=1[S:30]([O:33][C:34]1[C:39]([CH2:40][C:41]2[CH:46]=[CH:45][C:44]([CH2:47]Cl)=[CH:43][C:42]=2[O:49][CH3:50])=[C:38]([CH3:51])[N:37]=[C:36]([NH2:52])[N:35]=1)(=[O:32])=[O:31]>C(#N)C>[NH2:52][C:36]1[N:35]=[C:34]([O:33][S:30]([C:23]2[C:22]([CH3:21])=[CH:27][C:26]([CH3:28])=[CH:25][C:24]=2[CH3:29])(=[O:31])=[O:32])[C:39]([CH2:40][C:41]2[CH:46]=[CH:45][C:44]([CH2:47][N:3]([CH2:1][CH3:2])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])=[CH:43][C:42]=2[O:49][CH3:50])=[C:38]([CH3:51])[N:37]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 12591597Ethyl 2-(ethylamino)acetateHCID 86587255Potassium dicarbonateHCID 879450752-Amino-5-(4-(chloromethyl)-2-methoxybenzyl)-6-methylpyrimidin-4-yl 2,4,6-trimethylbenzenesulfonate

生成物 1

HCID 117992606Ethyl 2-((4-((2-amino-4-(mesitylsulfonyloxy)-6-methylpyrimidin-5-yl)methyl)-3-methoxybenzyl)(ethyl)amino)acetate

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
70 °C

実験手順

The product from step (vi) (390 mg) was added to the mixture of potassium dicarbonate (410 mg), potassium iodide (49 mg) and the crude product from step (v) in acetonitrile (5 mL). After the mixture was stirred at 70° C. for 4 h, the reaction mixture was cooled to RT, filtered, and concentrated under reduced pressure. The residue was purified by flash column chromatography to afford the sub-title compound (490 mg) as a colourless amorphous solid; 1H NMR (300 MHz, CDCl3); 6.91 (2H, s), 6.87 (1H, s), 6.72 (2H, s), 4.65 (2H, br s), 4.14 (2H, q), 3.82-3.79 (5H, m), 3.70 (2H, s), 3.28 (2H, s), 2.67 (2H, q), 2.56 (6H, s), 2.28 (3H, s), 2.23 (3H, s), 1.25 (3H, t), 1.07 (3H, t).

後処理

  1. temperaturethe reaction mixture was cooled to RT
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by flash column chromatography

出典と根拠

ORDレコード
ord-d1a4c0816a844a138f9830cd1f043d88
出典データセット
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09376398B2

反応ノート

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