Dimethylformamide → 5-(Benzo[d][1,3]dioxol-5-yl)-3-{6-[3-benzyl-8-(trifluoromet hyl)quinolin-4-yloxy]hexyl}-5-methylimidazolidine-2,4-dione

HRID 1677125ノート

反応式

HRID 1677125 の反応式
CN(C=O)C.[CH2:6]([C:13]1[CH:14]=[N:15][C:16]2[C:21]([C:22]=1[O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]Br)=[CH:20][CH:19]=[CH:18][C:17]=2[C:31]([F:34])([F:33])[F:32])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(=O)([O-])[O-].[K+].[K+].[O:41]1[C:45]2[CH:46]=[CH:47][C:48]([C:50]3([CH3:57])[NH:54][C:53](=[O:55])[NH:52][C:51]3=[O:56])=[CH:49][C:44]=2[O:43][CH2:42]1>O>[O:41]1[C:45]2[CH:46]=[CH:47][C:48]([C:50]3([CH3:57])[NH:54][C:53](=[O:55])[N:52]([CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][O:23][C:22]4[C:21]5[C:16](=[C:17]([C:31]([F:34])([F:33])[F:32])[CH:18]=[CH:19][CH:20]=5)[N:15]=[CH:14][C:13]=4[CH2:6][C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:51]3=[O:56])=[CH:49][C:44]=2[O:43][CH2:42]1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 28298175-(2H-1,3-benzodioxol-5-yl)-5-methylimidazolidine-2,4-dioneHCID 668707273-Benzyl-4-(6-bromohexyloxy)-8-(trifluoromethyl)quinoline

生成物 1

HCID 444627495-(Benzo[d][1,3]dioxol-5-yl)-3-{6-[3-benzyl-8-(trifluoromet hyl)quinolin-4-yloxy]hexyl}-5-methylimidazolidine-2,4-dione収率 121%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A DMF (0.1 mL) solution of 3-benzyl-4-(6-bromohexyloxy)-8-(trifluoromethyl)quinoline (12.5 mg, 0.03 mmol) was added with potassium carbonate (9 mg, 0.06 mmol) and 5-(benzo[d][1,3]dioxol-5-yl)-5-methylimidazolidine-2,4-dione (46.8 mg, 0.20 mmol), and stirred overnight. The reaction solution was added with water, extracted with ethyl acetate, subsequently dried using anhydrous sodium sulfate and concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (hexane:ethyl acetate), and the title compound (22.5 mg, yield 49%) was obtained as a colorless oil.

後処理

  1. extractionextracted with ethyl acetate
  2. customsubsequently dried
  3. concentrationconcentrated in vacuo
  4. customThe obtained residue was purified

出典と根拠

ORDレコード
ord-ed7a1e0cdd7746e09c3c6b4a552f77ea
出典データセット
uspto-grants-2011_08
特許番号
US08008306B2

反応ノート

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