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Water → 2-Pyrazinecarboxylic acid, 5-(fluoromethoxy)-, methyl ester

HRID 1842200
ノート
印刷プレビュー

反応式

HRID 1842200 の反応式
[F:1][C:2]1C=CC=CC=1[C@]12COC[C@H]1CSC(NC(=O)C1C=CC=CC=1)=N2.C(=O)([O-])[O-].[Cs+].[Cs+].[OH:32][C:33]1[N:34]=[CH:35][C:36]([C:39]([O:41][CH3:42])=[O:40])=[N:37][CH:38]=1.O>CN(C)C=O>[F:1][CH2:2][O:32][C:33]1[N:34]=[CH:35][C:36]([C:39]([O:41][CH3:42])=[O:40])=[N:37][CH:38]=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

6

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 57827147(+/-)-N-[(4aS*,7aS*)-7a-(2-fluorophenyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl]benzamideHCID 178498852HCID 178498852、化合物

生成物 1

HCID 574756772-Pyrazinecarboxylic acid, 5-(fluoromethoxy)-, methyl ester収率 11.5%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

反応条件

温度
70 °C

実験手順

Fluoromethyl toluene-4-sulfonate (Journal of Labelled Compounds & Radiopharmaceuticals, 46 (6), 555-566; 2003) (344 mg) and cesium carbonate (824 mg) were added to a solution of methyl 5-hydroxypyrazine-2-carboxylate (130 mg) in N,N-dimethylformamide (2.0 mL). The reaction solution was stirred at 70° C. for five hours and 30 minutes and then cooled to room temperature. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was concentrated under reduced pressure. The residue was purified by NH-silica gel column chromatography to obtain the title compound (18.0 mg).

後処理

  1. temperaturecooled to room temperature
  2. extractionfollowed by extraction with ethyl acetate
  3. concentrationThe organic layer was concentrated under reduced pressure
  4. customThe residue was purified by NH-silica gel column chromatography

出典と根拠

ORDレコード
ord-48bea21c6e39473891b7d97038a9eec6
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08946210B2

反応ノート

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