Lithium Hydroxide → 5-(4-Ethylphenyl)-1-[(4-cyanopiperidin-1-yl)carbonyl]piperidine-3-carboxylic acid

HRID 1642815ノート

反応式

HRID 1642815 の反応式
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][N:13]([C:15]([N:17]3[CH2:22][CH2:21][CH:20]([C:23]#[N:24])[CH2:19][CH2:18]3)=[O:16])[CH2:12][CH:11]([C:25]([O:27]CC)=[O:26])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].[OH-].[Li+]>O1CCOCC1.O>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][N:13]([C:15]([N:17]3[CH2:22][CH2:21][CH:20]([C:23]#[N:24])[CH2:19][CH2:18]3)=[O:16])[CH2:12][CH:11]([C:25]([OH:27])=[O:26])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2]

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 58002479Ethyl 5-(4-ethylphenyl)-1-[(4-cyanopiperidin-1-yl)carbonyl]piperidine-3-carboxylate

生成物 1

HCID 580024245-(4-Ethylphenyl)-1-[(4-cyanopiperidin-1-yl)carbonyl]piperidine-3-carboxylic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

650 mg (1.60 mmol) of ethyl 5-(4-ethylphenyl)-1-[(4-cyanopiperidin-1-yl)carbonyl]piperidine-3-carboxylate were dissolved in a mixture of 20 ml of dioxane and 10 ml of water, 153 mg (6.40 mmol) of lithium hydroxide were added and the mixture was stirred at RT for 15 min. For work-up, the reaction solution was concentrated under reduced pressure, water was then added and the mixture was acidified with 1N hydrochloric acid. The precipitate formed was filtered off and dried under reduced pressure. The residue was purified by preparative HPLC. Yield: 347 mg (59% of theory)

後処理

  1. additionwere added
  2. concentrationFor work-up, the reaction solution was concentrated under reduced pressure, water
  3. additionwas then added
  4. customThe precipitate formed
  5. filtrationwas filtered off
  6. customdried under reduced pressure
  7. customThe residue was purified by preparative HPLC

出典と根拠

ORDレコード
ord-19eb030537df45219aa08c02d0d234d5
出典データセット
uspto-grants-2012_02
特許番号
US08119663B2

反応ノート

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