Lithium hydroxide, monohydrate → 3-(4-tert-Butoxycarbonyl-piperazine-1-carbonyl)-2-(3-fluoro-2-methyl-benzyl)-1-phenyl-indolizine-7-carboxylic acid

HRID 1963057ノート

反応式

HRID 1963057 の反応式
C[O:2][C:3]([C:5]1[CH:6]=[CH:7][N:8]2[C:12]([CH:13]=1)=[C:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:10]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:22]=1[CH3:28])=[C:9]2[C:29]([N:31]1[CH2:36][CH2:35][N:34]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:33][CH2:32]1)=[O:30])=[O:4].O.[OH-].[Li+]>O1CCOCC1.O>[C:40]([O:39][C:37]([N:34]1[CH2:33][CH2:32][N:31]([C:29]([C:9]2[N:8]3[C:12]([CH:13]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=[CH:7]3)=[C:11]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:10]=2[CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:22]=2[CH3:28])=[O:30])[CH2:36][CH2:35]1)=[O:38])([CH3:43])([CH3:42])[CH3:41]

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 706639703-(4-tert-Butoxycarbonyl-piperazine-1-carbonyl)-2-(3-fluoro-2-methyl-benzyl)-1-phenyl-indolizine-7-carboxylic acid methyl ester

生成物 1

HCID 677727443-(4-tert-Butoxycarbonyl-piperazine-1-carbonyl)-2-(3-fluoro-2-methyl-benzyl)-1-phenyl-indolizine-7-carboxylic acid収率 90.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
50 °C

実験手順

The compound of step 5 (0.159 g, 0.27 mmol) was dissolved in 2 ml of dioxane, and a solution of lithium hydroxide hydrate (0.034 g, 0.82 mmol) in 0.8 ml water was added. The solution was stirred at 50° C. overnight. The solvents were then evaporated under reduced pressure, the residue was dissolved in 6 ml of water and acidified to pH 1 with 1 N hydrochloric acid. The product was filtered off, dissolved in EA and the solution washed with brine. The organic phase was dried over sodium sulfate, filtered and evaporated to give 0.139 g of the title compound as a light-brown powder.

後処理

  1. customThe solvents were then evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in 6 ml of water
  3. filtrationThe product was filtered off
  4. dissolutiondissolved in EA
  5. washthe solution washed with brine
  6. dry with materialThe organic phase was dried over sodium sulfate
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-41e464551c4a4148be75417bf5d1864e
出典データセット
uspto-grants-2013_04
特許番号
US08415336B2

反応ノート

読み込み中…