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Potassium Carbonate → (7R,8R,9R)-3,9-Diphenyl-8-hydroxy-7-(2-methoxyethoxy)-2-methyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridine

HRID 723391
ノート
印刷プレビュー

反応式

HRID 723391 の反応式
C([N:4]1[C:13]2[C:12]3=[N:14][C:15]([CH3:23])=[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[N:11]3[CH:10]=[CH:9][C:8]=2[C@@H:7]([O:24][CH2:25][CH2:26][O:27][CH3:28])[C@H:6]([O:29]C(=O)C(C)(C)C)[C@H:5]1[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+]>NC(O)C>[C:17]1([C:16]2[N:11]3[CH:10]=[CH:9][C:8]4[C@@H:7]([O:24][CH2:25][CH2:26][O:27][CH3:28])[C@H:6]([OH:29])[C@@H:5]([C:36]5[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=5)[NH:4][C:13]=4[C:12]3=[N:14][C:15]=2[CH3:23])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=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

4

反応物 2

HCID 11430Potassium CarbonateHCID 69586312(7R,8R,9R)-10-acetyl-3,9-diphenyl-7-(2-methoxyethoxy)-2-methyl-8-pivaloyloxy-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridine

生成物 1

HCID 11304956(7R,8R,9R)-3,9-Diphenyl-8-hydroxy-7-(2-methoxyethoxy)-2-methyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridine

試薬・触媒・溶媒 1

HCID 522583Acetaldehyde ammonia溶媒

反応条件

温度
60 °C

実験手順

A suspension of 1.14 g (2.05 mmol) of (7R,8R,9R)-10-acetyl-3,9-diphenyl-7-(2-methoxyethoxy)-2-methyl-8-pivaloyloxy-7.8.9.10-tetrahydroimidazo[1.2-h][1.7]naphthyridine and 2.28 g (16.5 mmol) potassium carbonate in aminoethanol is stirred at 60° C. for 4 h. The reaction is quenched by adding of saturated aqueous ammonium chloride solution. Subsequently the mixture is extracted twice with ethyl acetate. The combined organic layers are washed with brine, dried over sodium sulphate and evaporated in vacuo. The crude product is purified by column chromatography (diethyl ether/petrol ether: 7/3) to give 0.52 g (1.21 mmol/60%) of the title compound as a colourless solid with a melting point of 190–192° C. (diethyl ether).

後処理

  1. customThe reaction is quenched
  2. additionby adding of saturated aqueous ammonium chloride solution
  3. extractionSubsequently the mixture is extracted twice with ethyl acetate
  4. washThe combined organic layers are washed with brine
  5. dry with materialdried over sodium sulphate
  6. customevaporated in vacuo
  7. customThe crude product is purified by column chromatography (diethyl ether/petrol ether: 7/3)

出典と根拠

ORDレコード
ord-6abd21351a764ff39d10a9b922d64dda
出典データセット
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07141567B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート