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Triethylamine → HCID 12115478, 화합물

HRID 2373329
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HRID 2373329 반응식
[Cl:1][C:2]1[N:6]([CH3:7])[N:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[C:3]=1[C:12]([OH:14])=O.[CH3:15][CH:16]([C:21]1[CH:27]=[C:26]([CH:28]([C:33]([F:36])([F:35])[F:34])[C:29]([F:32])([F:31])[F:30])[CH:25]=[CH:24][C:22]=1[NH2:23])[CH2:17][CH:18]([CH3:20])[CH3:19].C(N(CC)CC)C>S(Cl)(Cl)=O.O1CCCC1.C(OCC)(=O)C>[CH3:15][CH:16]([C:21]1[CH:27]=[C:26]([CH:28]([C:29]([F:31])([F:32])[F:30])[C:33]([F:34])([F:35])[F:36])[CH:25]=[CH:24][C:22]=1[NH:23][C:12]([C:3]1[C:4]([C:8]([F:11])([F:10])[F:9])=[N:5][N:6]([CH3:7])[C:2]=1[Cl:1])=[O:14])[CH2:17][CH:18]([CH3:19])[CH3:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 27738065-Chloro-1-Methyl-3-(Trifluoromethyl)-1H-Pyrazole-4-Carboxylic AcidHCID 12115477HCID 12115477, 화합물

생성물 1

HCID 12115478HCID 12115478, 화합물수율 43.3%

시약·촉매·용매 3

HCID 8028Tetrahydrofuran용매
HCID 8857
Ethyl Acetate
용매
HCID 24386Thionyl Chloride용매

실험 절차

5-Chloro-1-methyl-3-trifluoromethylpyrazole-4-carboxylic acid (230 mg, 1 mmol) was dissolved in thionyl chloride (2 ml), and the solution was stirred at reflux temperature for 2 hours. After concentration under reduced pressure, the resulting acid chloride was added to a solution of 2-(1,3-dimethylbutyl)-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]aniline (330 mg, 1 mmol) and triethylamine (150 mg, 1.5 mmol) in tetrahydrofuran (10 ml) under ice-cooling, and the resulting mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with ethyl acetate and then washed with water. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure, and the resulting residue was separated and purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to obtain 233 mg of the desired compound.

후처리

  1. temperatureat reflux temperature for 2 hours
  2. concentrationAfter concentration under reduced pressure
  3. temperaturecooling
  4. stirringthe resulting mixture was stirred at room temperature for 2 hours
  5. washwashed with water
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customthe resulting residue was separated
  9. custompurified by silica gel column chromatography (hexane:ethyl acetate=3:1)

출처 및 근거

ORD 기록
ord-f97285f705ca4013b165a1494cc99cab
출처 데이터셋
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07459477B2

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