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Potassium Hydroxide → Ethyl 2-trifluoromethylpyrazolo[1,5-a]pyridine-3-carboxylate

HRID 2202202
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반응식

HRID 2202202 반응식
[OH-].[K+].[I-].[NH2:4][N+:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[F:11][C:12]([F:21])([F:20])[C:13]#[C:14][C:15]([O:17][CH2:18][CH3:19])=[O:16]>O.ClCCl>[F:11][C:12]([F:20])([F:21])[C:13]1[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[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 3

HCID 14797Potassium HydroxideHCID 2733704Pyridinium, 1-amino-, iodide (1:1)HCID 3597254Ethyl 4,4,4-trifluoro-2-butynoate

생성물 1

HCID 68088690Ethyl 2-trifluoromethylpyrazolo[1,5-a]pyridine-3-carboxylate수율 73%

시약·촉매·용매 2

HCID 962Water용매2회
HCID 6344
Dichloromethane
용매

실험 절차

A solution of 2.1 g (38 mmol) of KOH in 20 ml of water and then 6.7 g (30 mmol) of 1-aminopyridinium iodide are added to a solution of 2.5 g (15 mmol) of ethyl 4,4,4-trifluorobut-2-ynoate in 25 ml of dichloromethane. After stirring at ambient temperature for 5 h, water is added and the reaction medium is extracted with dichloromethane. The organic phase is washed with water, dried over magnesium sulfate. filtered and concentrated. The residue obtained is purified by chromatography on silica gel, elution being carried out with an 8/2 heptane/ethyl acetate mixture. 2.8 g (73%) of ethyl 2-trifluoromethylpyrazolo[1,5-α]pyridine-3-carboxylate are obtained in the form of a yellow solid.

후처리

  1. extractionthe reaction medium is extracted with dichloromethane
  2. washThe organic phase is washed with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue obtained
  7. customis purified by chromatography on silica gel, elution

출처 및 근거

ORD 기록
ord-da66a1a6b1ec4e888b04d8e61a2e8ca1
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09365529B2

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