Trifluoroacetic acid → ethyl 5-amino-1-(2-fluorobenzyl)-1H-pyrazole-3-carboxylate

HRID 1241452노트

반응식

HRID 1241452 반응식
FC(F)(F)C(O)=O.[Na].[C:9]([CH2:11][C:12](=O)[C:13]([O:15][CH2:16][CH3:17])=[O:14])#[N:10].[F:19][C:20]1[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=1[CH2:22][NH:23][NH2:24]>O1CCOCC1>[NH2:10][C:9]1[N:23]([CH2:22][C:21]2[CH:25]=[CH:26][CH:27]=[CH:28][C:20]=2[F:19])[N:24]=[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:11]=1

참가 물질

6

반응물 4

HCID 6422Trifluoroacetic acidHCID 5360545SodiumHCID 10374537(2-Fluorobenzyl)hydrazineHCID 11309560Ethyl 3-cyano-2-oxopropanoate

생성물 1

HCID 11391384ethyl 5-amino-1-(2-fluorobenzyl)-1H-pyrazole-3-carboxylate

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

111.75 g (75 ml, 0.98 mol) of trifluoroacetic acid are added to 100 g (0.613 mol) of the sodium salt of ethyl cyanopyruvate (preparation in analogy to Borsche and Manteuffel, Liebigs Ann. 1934, 512, 97) in 2.51 of dioxane under argon with efficient stirring at room temperature, and the mixture is stirred for 10 min, during which most of the precursor dissolves. Then 85.93 g (0.613 mol) of 2-fluorobenzyl-hydrazine are added, and the mixture is boiled overnight. After cooling, the sodium trifluoroacetate crystals which have separated out are filtered off with suction and washed with dioxane, and the crude solution is reacted further.

후처리

  1. stirringthe mixture is stirred for 10 min, during which most of the precursor
  2. dissolutiondissolves
  3. temperatureAfter cooling
  4. customthe sodium trifluoroacetate crystals which have separated out
  5. filtrationare filtered off with suction
  6. washwashed with dioxane
  7. customthe crude solution is reacted further

출처 및 근거

ORD 기록
ord-c6ccc52bc05a4100ab0d1265052dab4b
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07115599B2

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