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Methanol → 4-{(1S)-1-[3-(3,5-dichlorophenyl)-5-quinolin-3-yl-1H-pyrazol-1-yl]ethyl}benzoic acid

HRID 1865420
ノート
印刷プレビュー

反応式

HRID 1865420 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:13]=[C:12]([C:14]3[CH:15]=[N:16][C:17]4[C:22]([CH:23]=3)=[CH:21][CH:20]=[CH:19][CH:18]=4)[N:11]([C@H:24]([C:26]3[CH:36]=[CH:35][C:29]([C:30]([O:32]CC)=[O:31])=[CH:28][CH:27]=3)[CH3:25])[N:10]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.CO.[OH-].[Na+]>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:13]=[C:12]([C:14]3[CH:15]=[N:16][C:17]4[C:22]([CH:23]=3)=[CH:21][CH:20]=[CH:19][CH:18]=4)[N:11]([C@H:24]([C:26]3[CH:36]=[CH:35][C:29]([C:30]([OH:32])=[O:31])=[CH:28][CH:27]=3)[CH3:25])[N:10]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=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 887MethanolHCID 14798Sodium HydroxideHCID 68568297ethyl 4-{(1S)-1-[3-(3,5-dichlorophenyl)-5-quinolin-3-yl-1H-pyrazol-1-yl]ethyl}benzoate

生成物 1

HCID 685700994-{(1S)-1-[3-(3,5-dichlorophenyl)-5-quinolin-3-yl-1H-pyrazol-1-yl]ethyl}benzoic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of the intermediate from step D (125 mg, 0.24 mmol) in 5 mL of THF was added MeOH (1 mL) followed by sodium hydroxide (5N, 0.5 mL). After stirring the reaction at room temperature for 18 hours, it was concentrated in vacuo to remove THF/MeOH. The resulting aqueous mixture was acidified with 1N HCl until the pH was slightly acidic (pH=5). The resulting solution was extracted with EtOAc (3×), and the combined organic layers were then washed with brine, dried over anhydrous MgSO4, filtered and concentrated in vacuo. The resulting white solid was used without further purification. LC-MS: 4.03 min; (M+H)=488.3.

後処理

  1. customthe reaction at room temperature for 18 hours
  2. concentrationit was concentrated in vacuo
  3. customto remove THF/MeOH
  4. extractionThe resulting solution was extracted with EtOAc (3×)
  5. washthe combined organic layers were then washed with brine
  6. dry with materialdried over anhydrous MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe resulting white solid was used without further purification
  10. custom4.03 min

出典と根拠

ORDレコード
ord-a5954055300948febc241adb4baba177
出典データセット
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07625938B2

反応ノート

読み込み中…

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