Sodium Hydroxide → HCID 69072342、化合物

HRID 1870008ノート

反応式

HRID 1870008 の反応式
C([O:3][C:4](=[O:35])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][C:15]2[CH:24]=[C:23]([CH:25]3[CH2:27][CH2:26]3)[C:22]3[CH:21]([N:28]([CH:30]4[CH2:32][CH2:31]4)[CH3:29])[CH2:20][CH2:19][C:18]([CH3:34])([CH3:33])[C:17]=3[CH:16]=2)=[CH:9][CH:8]=1)C.[OH-].[Na+]>CO.O1CCCC1>[CH:25]1([C:23]2[C:22]3[CH:21]([N:28]([CH:30]4[CH2:31][CH2:32]4)[CH3:29])[CH2:20][CH2:19][C:18]([CH3:33])([CH3:34])[C:17]=3[CH:16]=[C:15]([C:14]#[C:13][C:10]3[CH:9]=[CH:8][C:7]([CH:6]=[CH:5][C:4]([OH:35])=[O:3])=[CH:12][CH:11]=3)[CH:24]=2)[CH2:27][CH2:26]1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 69075690HCID 69075690、化合物2 回

生成物 1

HCID 69072342HCID 69072342、化合物収率 53.5%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 3-{4-[4-cyclopropyl-5-(cyclopropyl-methyl-amino)-8,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-phenyl}-acrylic acid ethyl ester (Intermediate 164, 0.08 g, 0.17 mmol) in methanol (3 mL) and tetrahydrofuran (3 mL) was treated with 2M sodium hydroxide solution (2 mL, 4 mmol) and the resulting reaction mixture was refluxed overnight. The reaction mixture was cooled to ambient temperature, the volatiles were evaporated in vacuo, the residue was diluted with saturated aqueous ammonium chloride solution, and extracted with ethyl acetate (×2). The combined organic extract was dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to a solid. Preparative reverse phase HPLC using 10% water in acetonitrile as the mobile phase afforded the title product as a solid (0.04 g, 50%).

後処理

  1. customthe resulting reaction mixture
  2. temperaturewas refluxed overnight
  3. customthe volatiles were evaporated in vacuo
  4. additionthe residue was diluted with saturated aqueous ammonium chloride solution
  5. extractionextracted with ethyl acetate (×2)
  6. extractionThe combined organic extract
  7. dry with materialwas dried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. customevaporated in vacuo to a solid

出典と根拠

ORDレコード
ord-a708d6db29344043ac657ccf9ea042a6
出典データセット
uspto-grants-2009_12
特許番号
US07638648B2

反応ノート

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