Lithium Hydroxide → 2-{4-[4-Cyclopropyl-5-(cyclopropyl-methyl-amino)-8,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-phenyl}-propionic acid

HRID 2377490ノート

反応式

HRID 2377490 の反応式
C[O:2][C:3](=[O:34])[CH:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]#[C:13][C:14]2[CH:23]=[C:22]([CH:24]3[CH2:26][CH2:25]3)[C:21]3[CH:20]([N:27]([CH:29]4[CH2:31][CH2:30]4)[CH3:28])[CH2:19][CH2:18][C:17]([CH3:33])([CH3:32])[C:16]=3[CH:15]=2)=[CH:8][CH:7]=1)[CH3:5].[OH-].[Li+].[Cl-].[NH4+]>CO.O1CCCC1>[CH:24]1([C:22]2[C:21]3[CH:20]([N:27]([CH:29]4[CH2:30][CH2:31]4)[CH3:28])[CH2:19][CH2:18][C:17]([CH3:32])([CH3:33])[C:16]=3[CH:15]=[C:14]([C:13]#[C:12][C:9]3[CH:8]=[CH:7][C:6]([CH:4]([CH3:5])[C:3]([OH:34])=[O:2])=[CH:11][CH:10]=3)[CH:23]=2)[CH2:26][CH2:25]1

参加物

6

反応物 3

HCID 3939Lithium HydroxideHCID 25517Ammonium ChlorideHCID 69076829HCID 69076829、化合物2 回

生成物 1

HCID 112592692-{4-[4-Cyclopropyl-5-(cyclopropyl-methyl-amino)-8,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-phenyl}-propionic acid収率 99.1%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 2-{4-[4-cyclopropyl-5-(cyclopropyl-methyl-amino)-8,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-phenyl}-propionic acid methyl ester (Intermediate 165, 0.075 g, 0.16 mmol) in methanol (2 mL) and tetrahydrofuran (2 mL) was treated with 2M lithium hydroxide (1 mL, 2 mmol) and the resulting reaction mixture was stirred at ambient temperature for 5 h. The reaction mixture was neutralized with ammonium chloride and extracted with ethyl acetate. The organic phase was washed with water and brine, and dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to afford the title product as a yellow solid (0.07 g, 96%).

後処理

  1. customthe resulting reaction mixture
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-b2cb4901bb05475f8adf1009813c2b68
出典データセット
uspto-grants-2008_12
特許番号
US07468391B2

反応ノート

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