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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Trifluoroacetic acid → ethyl 5-amino-1-(4-ethoxy-2,6-difluorobenzyl)-4-methyl-1H-pyrazole-3-carboxylate

HRID 1484682
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HRID 1484682 반응식
[C:1](/[C:3](/[CH3:11])=[C:4](\[O-])/[C:5]([O:7][CH2:8][CH3:9])=[O:6])#[N:2].[K+].FC(F)(F)C(O)=O.Cl.Cl.[CH2:22]([O:24][C:25]1[CH:33]=[C:32]([F:34])[C:28]([CH2:29][NH:30][NH2:31])=[C:27]([F:35])[CH:26]=1)[CH3:23]>O1CCOCC1>[NH2:2][C:1]1[N:30]([CH2:29][C:28]2[C:27]([F:35])=[CH:26][C:25]([O:24][CH2:22][CH3:23])=[CH:33][C:32]=2[F:34])[N:31]=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[C:3]=1[CH3:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 24824588potassium (2Z)-3-cyano-1-ethoxy-1-oxobut-2-en-2-olateHCID 89647959(4-Ethoxy-2,6-difluorobenzyl)hydrazine dihydrochloride

생성물 1

HCID 89662197ethyl 5-amino-1-(4-ethoxy-2,6-difluorobenzyl)-4-methyl-1H-pyrazole-3-carboxylate

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

2.01 g potassium (2Z)-3-cyano-1-ethoxy-1-oxobut-2-en-2-olate (10.9 mmol, 1.0 eq.) were dissolved in dioxane at rt and 1.34 mL trifluoroacetic acid (17.4 mmol, 1.6 eq.) were added within 2 minutes. The slurry was stirred for 10 minutes and 3.00 g (4-ethoxy-2,6-difluorobenzyl)hydrazine dihydrochloride (10.9 mmol, 1.0 eq.) were added. The reaction mixture was stirred at 130° C. for 3 hours. The resulting solid was filtered off and washed rinsed with dioxane. The filtrate was partitioned between ethyl acetate and water. The aqueous phase was washed with ethyl acetate three times. The collected organic solutions were washed with brine, dried over a silicon filter, concentrated in vacuo and purified by flash chromatography: 1.10 g (2.42 mmol, 22%) of a 71% pure target compound.

후처리

  1. stirringThe reaction mixture was stirred at 130° C. for 3 hours
  2. filtrationThe resulting solid was filtered off
  3. washwashed
  4. washrinsed with dioxane
  5. customThe filtrate was partitioned between ethyl acetate and water
  6. washThe aqueous phase was washed with ethyl acetate three times
  7. washThe collected organic solutions were washed with brine
  8. customdried over a silicon
  9. filtrationfilter
  10. concentrationconcentrated in vacuo
  11. custompurified by flash chromatography

출처 및 근거

ORD 기록
ord-65d4bc075de044fd89e2365fa25c3a31
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09422268B2

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