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 445982노트

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HRID 445982 반응식
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]

참가 물질

5

반응물 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

생성물 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-one수율 83.1%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

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온도
27.5 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-61728403a3924598955e172fda355509
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476437B2

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