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4-Toluenesulfonyl chloride → HCID 86610962、化合物

HRID 2354207
ノート
印刷プレビュー

反応式

HRID 2354207 の反応式
[CH:1]1([NH:4][C:5](=[O:31])[C:6]2[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([N:13]3[C:22](=[O:23])[C:21]4[C:16](=[CH:17][CH:18]=[C:19]([O:24][CH2:25][C:26]([OH:30])([CH3:29])[CH2:27][OH:28])[CH:20]=4)[N:15]=[CH:14]3)[CH:7]=2)[CH2:3][CH2:2]1.[C:32]1([CH3:42])[CH:37]=[CH:36][C:35]([S:38](Cl)(=[O:40])=[O:39])=[CH:34][CH:33]=1>N1C=CC=CC=1.CN(C)C1C=CN=CC=1>[CH3:42][C:32]1[CH:37]=[CH:36][C:35]([S:38]([O:28][CH2:27][C:26]([OH:30])([CH3:29])[CH2:25][O:24][C:19]2[CH:20]=[C:21]3[C:16](=[CH:17][CH:18]=2)[N:15]=[CH:14][N:13]([C:8]2[CH:7]=[C:6]([C:5]([NH:4][CH:1]4[CH2:3][CH2:2]4)=[O:31])[CH:11]=[CH:10][C:9]=2[CH3:12])[C:22]3=[O:23])(=[O:40])=[O:39])=[CH:34][CH:33]=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

5

反応物 2

HCID 73974-Toluenesulfonyl chlorideHCID 11774562N-cyclopropyl-3-[6-(2,3-dihydroxy-2-methylpropoxy)-4-oxoquinazolin-3(4H)-yl]-4-methylbenzamide

生成物 1

HCID 86610962HCID 86610962、化合物収率 77%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1049Pyridine溶媒

反応条件

温度
60 °C

実験手順

To a solution of N-cyclopropyl-3-[6-(2,3-dihydroxy-2-methylpropoxy)-4-oxoquinazolin-3(4H)-yl]-4-methylbenzamide (0.2 g) in pyridine (10 ml) was added p-toluenesulfonylchloride (0.18 g) followed by 4-dimethylaminopyridine (cat.) and the mixture heated at 60° C. for 18 hours. The reaction mixture was concentrated under reduced pressure and redissolved in ethyl acetate. The organics were washed with 1N citric acid, brine, dried (magnesium sulfate) and concentrated to give the crude 3-[(3-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-4-oxo-3,4-dihydroquinazolin-6-yl)oxy]-2-hydroxy-2-methylpropyl 4-methylbenzenesulfonate (0.21 g) which was used without further purification.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutionredissolved in ethyl acetate
  3. washThe organics were washed with 1N citric acid, brine
  4. dry with materialdried (magnesium sulfate)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-b3cd834edd944ce78a74e186847e1096
出典データセット
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07750154B2

反応ノート

読み込み中…

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