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Water → HCID 21310545、化合物

HRID 583123
ノート
印刷プレビュー

反応式

HRID 583123 の反応式
[H-].[Na+].[I-].C[S+](C)(C)=O.O=[C:10]1[CH2:15][CH2:14][CH:13]([N:16]2[C:20]([C:21]3[CH:26]=[CH:25][N:24]=[C:23]([O:27][CH3:28])[N:22]=3)=[C:19]([C:29]3[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=3)[N:18]=[CH:17]2)[CH2:12][CH2:11]1.O.[CH2:37]1[CH2:41][O:40]CC1>CS(C)=O>[O:40]1[CH2:41][CH:37]1[CH:10]1[CH2:11][CH2:12][CH:13]([N:16]2[C:20]([C:21]3[CH:26]=[CH:25][N:24]=[C:23]([O:27][CH3:28])[N:22]=3)=[C:19]([C:29]3[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=3)[N:18]=[CH:17]2)[CH2:14][CH2:15]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 962WaterHCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 10090302HCID 10090302、化合物

生成物 1

HCID 21310545HCID 21310545、化合物収率 53%

試薬・触媒・溶媒 1

HCID 679
Dimethyl Sulfoxide
溶媒

実験手順

Added to a mixture of sodium hydride (0.05 g, 0.88 mmol) in DMSO (1 mL) was trimethyl sulfoxonium iodide (0.29 g, 1.3 mmol). After stirring the resultant mixture 1.5 h. (when gas evolution ceases), 1-(4-oxocyclohexyl)-4-(4-fluorophenyl)-5-[(2-methoxy)pyrimidin-4-yl]imidazole from example 1(j) (0.322 g, 0.88 mmol) suspended in dry THF (4 mL) was added and the mixture was stirred 4 h. The mixture was poured into H2O and extracted with EtOAc. The organic phase was dried (Na2SO4) and concentrated. The resulting residue was suspended in EtOAc/hexane (1:1) and filtered. The solid was purified by flash chromatography (silica gel 2% MeOH/CH2Cl2) to afford the title compound as white crystals (0.18 g, 53% yield) 1H NMR (CDCl3): δ 8.35 (d, 1H), 7.85 (s, 1H), 7.43 (q, 2H), 7.02 (t, 2H), 6.80 (d, 1H), 4.86 (m, 1H), 4.09 (s, 3H), 2.76 (s, 2H), 226 (m, 2H), 2.20-2.02 (m, 4H), 1.43 (d, 2H).

後処理

  1. additionwas added
  2. extractionextracted with EtOAc
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. concentrationconcentrated
  5. filtrationfiltered
  6. customThe solid was purified by flash chromatography (silica gel 2% MeOH/CH2Cl2)

出典と根拠

ORDレコード
ord-023d925c6c3046ad99e777b80bff3782
出典データセット
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05929076

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート