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Methanol → (2-Trifluoromethylpyrazolo[1,5-a]pyridin-3-yl)methanol

HRID 2202203
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HRID 2202203 반응식
[F:1][C:2]([F:18])([F:17])[C:3]1[C:11]([C:12](OCC)=[O:13])=[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][N:5]2[N:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].CO.[OH-].[Na+]>O1CCCC1>[F:18][C:2]([F:1])([F:17])[C:3]1[C:11]([CH2:12][OH:13])=[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][N:5]2[N:4]=1
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참가 물질

6

반응물 4

HCID 887MethanolHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 68088690Ethyl 2-trifluoromethylpyrazolo[1,5-a]pyridine-3-carboxylate

생성물 1

HCID 67056932(2-Trifluoromethylpyrazolo[1,5-a]pyridin-3-yl)methanol수율 100%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매
2회

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온도
70 °C

실험 절차

A solution of 2.8 g (11 mmol) of ethyl 2-trifluoromethylpyrazolo[1,5-α]pyridine-3-carboxylate in 50 ml of tetrahydrofuran is added dropwise to a suspension of 0.5 g (12 mmol) of lithium aluminum hydride in 45 ml of tetrahydrofuran. The reaction medium is then stirred at 70° C. for 3 h. After dropwise addition of 2.5 ml of methanol and then of 1.8 ml of an aqueous solution of sodium hydroxide having a concentration of 2N, the reaction medium is stirred for 20 min at ambient temperature and then filtered. The filtrate is dried over magnesium sulfate, filtered and concentrated under vacuum. 2.3 g (100%) of (2-trifluoromethylpyrazolo[1,5-α]pyridin-3-yl)methanol are obtained in the form of a solid.

후처리

  1. filtrationfiltered
  2. dry with materialThe filtrate is dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-49d28d1410bb4a46b67147385a039a39
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09365529B2

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