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Triethylamine → HCID 12115480, 화합물

HRID 2373331
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HRID 2373331 반응식
[CH3:1][N:2]1[C:6]([CH3:7])=[C:5]([C:8]([OH:10])=O)[C:4]([CH3:11])=[N:3]1.[CH3:12][CH:13]([C:18]1[CH:24]=[C:23]([C:25]([O:34][CH3:35])([C:30]([F:33])([F:32])[F:31])[C:26]([F:29])([F:28])[F:27])[CH:22]=[CH:21][C:19]=1[NH2:20])[CH2:14][CH:15]([CH3:17])[CH3:16].C(N(CC)CC)C>S(Cl)(Cl)=O.O1CCCC1.C(OCC)(=O)C>[CH3:12][CH:13]([C:18]1[CH:24]=[C:23]([C:25]([O:34][CH3:35])([C:26]([F:27])([F:28])[F:29])[C:30]([F:31])([F:32])[F:33])[CH:22]=[CH:21][C:19]=1[NH:20][C:8]([C:5]1[C:4]([CH3:11])=[N:3][N:2]([CH3:1])[C:6]=1[CH3:7])=[O:10])[CH2:14][CH:15]([CH3:16])[CH3:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 7365141,3,5-trimethyl-1H-pyrazole-4-carboxylic acidHCID 12115479HCID 12115479, 화합물

생성물 1

HCID 12115480HCID 12115480, 화합물수율 41%

시약·촉매·용매 3

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate
용매
HCID 24386Thionyl Chloride용매

실험 절차

1,3,5-Trimethylpyrazole-4-carboxylic acid (154 mg, 1 mmol) was dissolved in thionyl chloride (5 ml), and the solution was heated under reflux for 2 hours. The reaction solution was concentrated under reduced pressure, and the resulting acid chloride was added to a solution of 2-(1,3-dimethylbutyl)-4-[1-methoxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-aniline (345 mg, 1 mmol) and triethylamine (150 mg, 1.5 mmol) in tetrahydrofuran (10 ml) under ice-cooling, after which the resulting mixture was heated under reflux 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 1:2) to obtain 200 mg of the desired compound.

후처리

  1. temperaturethe solution was heated
  2. temperatureunder reflux for 2 hours
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. temperaturecooling
  5. temperatureafter which the resulting mixture was heated
  6. temperatureunder reflux for 2 hours
  7. washwashed with water
  8. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure
  10. customthe resulting residue was separated
  11. custompurified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-b6c3f9bb0a3949b5ae6bd8dd67d58466
출처 데이터셋
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07459477B2

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