Lithium hydroxide, monohydrate → 3-Amino-1-(3-(trifluoromethyl)-5,6-dihydro(1,2,4)triazolo(4,3-a)pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one

HRID 445982ノート

反応式

HRID 445982 の反応式
FC(F)(F)C([NH:5][CH:6]([CH2:17][C:18](=[O:32])[N:19]1[CH2:24][CH2:23][N:22]2[C:25]([C:28]([F:31])([F:30])[F:29])=[N:26][N:27]=[C:21]2[CH2:20]1)[CH2:7][C:8]1[CH:13]=[C:12]([F:14])[C:11]([F:15])=[CH:10][C:9]=1[F:16])=O.O.[OH-].[Li+]>CO.O>[O:32]=[C:18]([N:19]1[CH2:24][CH2:23][N:22]2[C:25]([C:28]([F:31])([F:30])[F:29])=[N:26][N:27]=[C:21]2[CH2:20]1)[CH2:17][CH:6]([NH2:5])[CH2:7][C:8]1[CH:13]=[C:12]([F:14])[C:11]([F:15])=[CH:10][C:9]=1[F:16]

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 86657327N-trifluoroacetyl-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine

生成物 1

HCID 113066913-Amino-1-(3-(trifluoromethyl)-5,6-dihydro(1,2,4)triazolo(4,3-a)pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one収率 83.1%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
27.5 °C

実験手順

In a 25 mL three neck flask (2S) N-trifluoroacetyl-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine (wt.-0.250 g, % Purity by HPLC-96.5%) was dissolved in a mixture of MeOH (2.5 mL) and water (0.5 mL) at 25-30° C. To the reaction mixture lithium hydroxide monohydrate (21 mg) was added. It was stirred at 0 to 5° C. for 4 h and at 25 to 30° C. for 24 h. Distilled out solvent at reduced pressure on Buchi rotavapour. To the thick liquid water (2.5 mL) was added. It was transferred into a separating funnel. It was extracted twice with ethyl acetate. Both the extracts were combined and washed with water and brine solution. It was dried over anhydrous sodium sulfate. Distilled out solvent to obtain a 4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine (Wt.-78 mg, % Purity by HPLC-83.1%).

後処理

  1. distillationDistilled out solvent at reduced pressure on Buchi rotavapour
  2. additionTo the thick liquid water (2.5 mL) was added
  3. customIt was transferred into a separating funnel
  4. extractionIt was extracted twice with ethyl acetate
  5. washwashed with water and brine solution
  6. dry with materialIt was dried over anhydrous sodium sulfate
  7. distillationDistilled out solvent

出典と根拠

ORDレコード
ord-61728403a3924598955e172fda355509
出典データセット
uspto-grants-2013_07
特許番号
US08476437B2

反応ノート

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