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Ammonia → 2-((S)-6-((R)-4-(4-Carbamoyl-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

HRID 237712
ノート
印刷プレビュー

反応式

HRID 237712 の反応式
N.[OH:2]O.[C:4]([C:6]1[CH:11]=[C:10]([CH3:12])[C:9]([C:13]2[CH:21]=[CH:20][C:19]([F:22])=[C:18]3[C:14]=2[CH2:15][CH2:16][C@H:17]3[O:23][C:24]2[CH:36]=[CH:35][C:27]3[C@H:28]([CH2:31][C:32]([OH:34])=[O:33])[CH2:29][O:30][C:26]=3[CH:25]=2)=[C:8]([CH3:37])[CH:7]=1)#[N:5]>C(O)C>[C:4]([C:6]1[CH:11]=[C:10]([CH3:12])[C:9]([C:13]2[CH:21]=[CH:20][C:19]([F:22])=[C:18]3[C:14]=2[CH2:15][CH2:16][C@H:17]3[O:23][C:24]2[CH:36]=[CH:35][C:27]3[C@H:28]([CH2:31][C:32]([OH:34])=[O:33])[CH2:29][O:30][C:26]=3[CH:25]=2)=[C:8]([CH3:37])[CH:7]=1)(=[O:2])[NH2:5]
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 222AmmoniaHCID 784Hydrogen PeroxideHCID 866971762-((S)-6-((R)-4-(4-Cyano-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

生成物 1

HCID 866973832-((S)-6-((R)-4-(4-Carbamoyl-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

試薬・触媒・溶媒 1

HCID 702
Ethanol
溶媒

実験手順

30% Aqueous NH3 solution (250 μL) and 35% aqueous H2O2 solution (83 μl) are added at 0° C. to a solution of 2-((S)-6-((R)-4-(4-cyano-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid (19 mg) in ethanol (2 mL). The mixture is stirred at room temperature for 12 hours, while warming to room temperature. The mixture is concentrated, diluted with water and neutralized with 4 M aqueous HCl solution. The resulting mixture is extracted with dichloromethane. The organic phase is dried (MgSO4). The solvent is evaporated to give the title compound. Yield: 19 mg; LC (method 20): tR=5.33 min; Mass spectrum (ESI+): m/z=476 [M+H]+.

後処理

  1. temperaturewhile warming to room temperature
  2. concentrationThe mixture is concentrated
  3. additiondiluted with water and neutralized with 4 M aqueous HCl solution
  4. extractionThe resulting mixture is extracted with dichloromethane
  5. dry with materialThe organic phase is dried (MgSO4)
  6. customThe solvent is evaporated

出典と根拠

ORDレコード
ord-946eb5393a40494e81c1a9f630ae1409
出典データセット
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08642585B2

反応ノート

読み込み中…

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