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Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 2-[2-(5-Bromo-1H-indol-3-yl)ethyl]-3-{3-[(propan-2-yl)oxy]phenyl}quinazolin-4(3H)-one

HRID 1461362
ノート
印刷プレビュー

反応式

HRID 1461362 の反応式
CC1(C)O[C:6](=O)[CH:5]([CH2:9][C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([Br:19])[CH:17]=3)[NH:12][CH:11]=2)C(=O)O1.[NH2:22][C:23]1[CH:41]=[CH:40][CH:39]=[CH:38][C:24]=1[C:25]([NH:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH:35]([CH3:37])[CH3:36])[CH:29]=1)=[O:26].CC1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1>N1C=CC=CC=1>[Br:19][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[NH:12][CH:11]=[C:10]2[CH2:9][CH2:5][C:6]1[N:27]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH:35]([CH3:36])[CH3:37])[CH:29]=2)[C:25](=[O:26])[C:24]2[C:23](=[CH:41][CH:40]=[CH:39][CH:38]=2)[N:22]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 148430222-Amino-N-{3-[(propan-2-yl)oxy]phenyl}benzamideHCID 15881114HCID 15881114、化合物

生成物 1

HCID 43554502-[2-(5-Bromo-1H-indol-3-yl)ethyl]-3-{3-[(propan-2-yl)oxy]phenyl}quinazolin-4(3H)-one

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A solution of 3-(2,2-dimethyl-4,6-dioxo-1,3-dioxane-5-yl)methyl-5-bromoindole (4.12 g, 12 mmol), 2-amino-N-(3-isopropoxyphenyl)benzamide (3.48 g, 13 mmol), and PPTS (1.64 g, 6.5 mmol) in 50 ml of pyridine was refluxed for 3.5 days. The reaction mixture was then evaporated in vacuo to dryness, and the residue was taken up in methylene chloride. The product was chromatographed (30% ethyl acetate/hexanes, SiO2) and the title product (2.13 g, 36%) crystallized by allowing the fractions containing product to evaporate: mp 179°-181° C.

後処理

  1. customThe reaction mixture was then evaporated in vacuo to dryness
  2. customThe product was chromatographed (30% ethyl acetate/hexanes, SiO2)
  3. customthe title product (2.13 g, 36%) crystallized
  4. additioncontaining product
  5. customto evaporate

出典と根拠

ORDレコード
ord-d9490aa01b734ad4b0382c5593939346
出典データセット
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05075313

反応ノート

読み込み中…

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